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183319-69-9

Basic Information
CAS No.: 183319-69-9
Name: Erlotinib hydrochloride
Molecular Structure:
Molecular Structure of 183319-69-9 (Erlotinib hydrochloride)
Formula: C22H24ClN3O4
Molecular Weight: 429.8967
Synonyms: 4-Quinazolinamine,N-(3-ethynylphenyl)-6,7-bis(2-methoxyethoxy)-, monohydrochloride (9CI);6,7-Bis(2-methoxyethoxy)-4-(3-ethynylanilino)quinazoline hydrochloride;CP358774;4-Quinazolinamine,N-(3-ethynylphenyl)-6,7-bis(2-methoxyethoxy)-, hydrochloride (1:1);OSI 774;Tarceva;[6,7-Bis(2-methoxyethoxy)quinazolin-4-yl]-(3-ethynylphenyl)amine hydrochloride;Erlotinib HCl;Erlotinib hydrochloride and Intermediate;
EINECS: 620-491-0
Density:
Melting Point: 223-225 °C
Boiling Point: 553.6 °C at 760 mmHg
Flash Point: 288.6 °C
Solubility:
Appearance: White or off-white powder
Hazard Symbols:
Risk Codes:
Safety: 24/25
Transport Information:
PSA: 74.73000
LogP: 4.28010
Synthetic route
183321-74-6

erlotinib

183319-69-9

erlotinib hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In isopropyl alcohol at 0℃; for 1h; Product distribution / selectivity; Inert atmosphere;100%
With hydrogenchloride In ethanol; water at 72℃; for 0.333333h; Solvent; Temperature;99%
With hydrogenchloride In water; acetone at 10℃; for 2.5h; Solvent; Temperature;98.7%
1312937-41-9

6,7-bis(2-methoxyethoxy)-4-methoxyquinazoline

hydrochloric salt of m-aminophenylacetylene

183319-69-9

erlotinib hydrochloride

Conditions
ConditionsYield
Stage #1: hydrochloric salt of m-aminophenylacetylene With sec.-butyllithium In tetrahydrofuran; cyclohexane at 0℃; for 0.5h; Inert atmosphere;
Stage #2: 6,7-bis(2-methoxyethoxy)-4-methoxyquinazoline In tetrahydrofuran; cyclohexane at 20℃; for 15h;
Stage #3: With hydrogenchloride In tetrahydrofuran; cyclohexane; water at 20℃; for 1h; Product distribution / selectivity;
100%
Stage #1: hydrochloric salt of m-aminophenylacetylene With sec.-butyllithium In tetrahydrofuran; cyclohexane at 0℃; Inert atmosphere;
Stage #2: 6,7-bis(2-methoxyethoxy)-4-methoxyquinazoline In tetrahydrofuran; cyclohexane at 20℃;
Stage #3: With hydrogenchloride In tetrahydrofuran; cyclohexane; water at 20℃;
100%
54060-30-9

3-acetylenephenylamine

183322-18-1

4-chloro-6,7-bis(2-methoxyethoxy)quinazoline

183319-69-9

erlotinib hydrochloride

Conditions
ConditionsYield
In isopropyl alcohol for 18h; Heating;98%
In iso-propanol (IPA) for 0.5h; Product distribution / selectivity; Heating / reflux;97%
Stage #1: 3-acetylenephenylamine; 4-chloro-6,7-bis(2-methoxyethoxy)quinazoline In N,N-dimethyl-formamide; acetonitrile at 90℃; for 7h; Darkness;
Stage #2: With hydrogenchloride In water at 15 - 30℃; Temperature; Solvent;
97.6%
1312937-41-9

6,7-bis(2-methoxyethoxy)-4-methoxyquinazoline

54060-30-9

3-acetylenephenylamine

183319-69-9

erlotinib hydrochloride

Conditions
ConditionsYield
Stage #1: 3-acetylenephenylamine With lithium diisopropyl amide In tetrahydrofuran; n-heptane; ethylbenzene at 0℃; for 0.5h; Inert atmosphere;
Stage #2: 6,7-bis(2-methoxyethoxy)-4-methoxyquinazoline In tetrahydrofuran; n-heptane; ethylbenzene at 20℃; for 15h;
Stage #3: With hydrogenchloride In tetrahydrofuran; n-heptane; ethylbenzene; water at 20℃; for 3h; Product distribution / selectivity;
97%
Stage #1: 3-acetylenephenylamine With lithium diisopropyl amide In tetrahydrofuran; n-heptane; ethylbenzene at 0℃; Inert atmosphere;
Stage #2: 6,7-bis(2-methoxyethoxy)-4-methoxyquinazoline In tetrahydrofuran; n-heptane; ethylbenzene at 20℃; for 15h;
Stage #3: With hydrogenchloride In tetrahydrofuran; n-heptane; ethylbenzene; water at 20℃; Product distribution / selectivity;
97%
938185-06-9

N-(3-ethynylphenyl)-6,7-dihydroxy-4-quinazolinamine

4296-15-5

2-iodo-1-methoxyethane

183319-69-9

erlotinib hydrochloride

Conditions
ConditionsYield
Stage #1: N-(3-ethynylphenyl)-6,7-dihydroxy-4-quinazolinamine; 2-iodo-1-methoxyethane With pyridine; tetrapropylammonium iodide In 1-methyl-pyrrolidin-2-one at 20℃; for 1h;
Stage #2: With hydrogenchloride In water
95.29%
179688-29-0

6,7-bis(2-methoxyethoxy)-3,4-dihydroquinazolin-4-one

54060-30-9

3-acetylenephenylamine

183319-69-9

erlotinib hydrochloride

Conditions
ConditionsYield
for 3h; Temperature; Reflux; Large scale;95.1%
958669-57-3

4-(methylthio)-6,7-bis(2-methoxyethoxy)quinazoline

hydrochloric salt of m-aminophenylacetylene

183319-69-9

erlotinib hydrochloride

Conditions
ConditionsYield
With 3-ethynylaniline In isopropyl alcohol for 15h; Heating;90%
766497-25-0

N-(3-trimethylsilyl-ethynyl)-6,7-bis(2-methoxyethoxy)-4-quinolyl-amine

183319-69-9

erlotinib hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In methanol at 20℃; for 1h;90%
54060-30-9

3-acetylenephenylamine

183319-69-9

erlotinib hydrochloride

Conditions
ConditionsYield
Stage #1: 6,7-dimethoxy quinazolin-4-one With triethylamine; trichlorophosphate In toluene at 70 - 80℃; for 3h;
Stage #2: 3-acetylenephenylamine In toluene; acetonitrile at 20 - 80℃; for 2h;
88%
299912-59-7

3-butyn-2-ol, 4-[3-[[6,7-bis(2-methoxyethoxy)-4-quinazolinyl]amine]phenyl]-2-methyl, hydrochloride

183319-69-9

erlotinib hydrochloride

Conditions
ConditionsYield
Stage #1: 3-butyn-2-ol, 4-[3-[[6,7-bis(2-methoxyethoxy)-4-quinazolinyl]amine]phenyl]-2-methyl, hydrochloride With sodium hydroxide In water; butan-1-ol pH=10 - 12; Inert atmosphere;
Stage #2: With sodium hydroxide In butan-1-ol at 115 - 120℃; for 24h;
Stage #3: With hydrogenchloride In water; butan-1-ol at 20 - 25℃;
74%
950596-58-4

2-amino-4,5-bis-(2-methoxyethoxy)-benzonitrile

54060-30-9

3-acetylenephenylamine

4-(dimethoxymethylene)morpholine

183319-69-9

erlotinib hydrochloride

Conditions
ConditionsYield
Stage #1: 3-acetylenephenylamine; 4-(dimethoxymethylene)morpholine With acetic acid In toluene Reflux;
Stage #2: 2-amino-4,5-bis-(2-methoxyethoxy)-benzonitrile In toluene Reflux;
Stage #3: With hydrogenchloride In water; toluene at 15 - 20℃;
63%
179688-29-0

6,7-bis(2-methoxyethoxy)-3,4-dihydroquinazolin-4-one

183319-69-9

erlotinib hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: 95 percent / P2S5 / pyridine / 24 h / Heating
2.1: aq. NaOH / methanol / 0.5 h / 20 °C
2.2: 86 percent / methanol; H2O / 5 h / 25 °C
3.1: 90 percent / 3-ethynylaniline / propan-2-ol / 15 h / Heating
View Scheme
Multi-step reaction with 2 steps
1: 94 percent / thionyl chloride / dimethylformamide / 2 h / Heating
2: 80 percent / dimethylformamide / 1 h / 80 °C
View Scheme
Multi-step reaction with 2 steps
1: phosphoryl choride; N,N-diethylaniline / 0.67 h / 70 - 90 °C
2: pyridine / propan-2-ol
View Scheme
958669-56-2

6,7-bis(2-methoxyethoxy)quinazoline-4(3H)-thione

183319-69-9

erlotinib hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: aq. NaOH / methanol / 0.5 h / 20 °C
1.2: 86 percent / methanol; H2O / 5 h / 25 °C
2.1: 90 percent / 3-ethynylaniline / propan-2-ol / 15 h / Heating
View Scheme
1006377-63-4

C13H19NO5

183319-69-9

erlotinib hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1.1: acetic anhydride / 110 °C
2.1: 85 percent / aq. nitric acid / acetic acid / 8 h / 45 - 50 °C
3.1: FeCl3; hydrazine hydrate / H2O; methanol / 3 h / Heating
3.2: 81 percent / HCl / H2O / 90 - 130 °C
4.1: 94 percent / thionyl chloride / dimethylformamide / 2 h / Heating
5.1: 80 percent / dimethylformamide / 1 h / 80 °C
View Scheme
80407-68-7

3,4-bis(2-methoxyethoxy) benzonitrile

183319-69-9

erlotinib hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1.1: 85 percent / aq. nitric acid / acetic acid / 8 h / 45 - 50 °C
2.1: FeCl3; hydrazine hydrate / H2O; methanol / 3 h / Heating
2.2: 81 percent / HCl / H2O / 90 - 130 °C
3.1: 94 percent / thionyl chloride / dimethylformamide / 2 h / Heating
4.1: 80 percent / dimethylformamide / 1 h / 80 °C
View Scheme
Multi-step reaction with 6 steps
1.1: nitric acid / acetic acid / 4 h / 0 °C
2.1: sodium dithionite / water / 3 h / 50 °C
2.2: 0.5 h / 65 °C
3.1: acetic acid; N,N-dimethyl-formamide dimethyl acetal / toluene / 4 h / 105 °C
4.1: acetic acid / toluene / 5 h / 60 °C
5.1: toluene / 5 h / 125 °C
6.1: hydrogenchloride / methanol / 0.05 h / 15 - 20 °C
View Scheme
Multi-step reaction with 5 steps
1.1: nitric acid / acetic acid / 4 h / 0 °C
2.1: sodium dithionite / water / 3 h / 50 °C
2.2: 0.5 h / 65 °C
3.1: acetic acid; N,N-dimethyl-formamide dimethyl acetal / toluene / 4 h / 105 °C
4.1: acetic acid / toluene / 125 - 130 °C
5.1: hydrogenchloride / methanol / 0.05 h / 15 - 20 °C
View Scheme
Multi-step reaction with 5 steps
1.1: acetic acid / 20 °C
1.2: 5 - 55 °C
2.1: palladium on activated charcoal; hydrogen / ethanol / 2.5 h / 20 °C / 2585.81 Torr
3.1: 3 h / 20 °C / Reflux
4.1: acetic acid / 2 h / Reflux
5.1: hydrogenchloride / water; methanol / 20 °C
View Scheme
Multi-step reaction with 6 steps
1: nitric acid
2: dihydrogen peroxide
3: palladium on activated charcoal; ammonium formate
4: water / 24 h / 130 °C
5: trichlorophosphate; triethylamine
6: hydrogenchloride / water; N,N-dimethyl-formamide
View Scheme
236750-65-5

2-nitro-4,5-bis(2-methoxyethoxy)benzonitrile

183319-69-9

erlotinib hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: FeCl3; hydrazine hydrate / H2O; methanol / 3 h / Heating
1.2: 81 percent / HCl / H2O / 90 - 130 °C
2.1: 94 percent / thionyl chloride / dimethylformamide / 2 h / Heating
3.1: 80 percent / dimethylformamide / 1 h / 80 °C
View Scheme
Multi-step reaction with 5 steps
1.1: sodium dithionite / water / 3 h / 50 °C
1.2: 0.5 h / 65 °C
2.1: acetic acid; N,N-dimethyl-formamide dimethyl acetal / toluene / 4 h / 105 °C
3.1: acetic acid / toluene / 5 h / 60 °C
4.1: toluene / 5 h / 125 °C
5.1: hydrogenchloride / methanol / 0.05 h / 15 - 20 °C
View Scheme
Multi-step reaction with 4 steps
1.1: sodium dithionite / water / 3 h / 50 °C
1.2: 0.5 h / 65 °C
2.1: acetic acid; N,N-dimethyl-formamide dimethyl acetal / toluene / 4 h / 105 °C
3.1: acetic acid / toluene / 125 - 130 °C
4.1: hydrogenchloride / methanol / 0.05 h / 15 - 20 °C
View Scheme
80407-64-3

3,4-bis(2-methoxyethoxy)benzaldehyde

183319-69-9

erlotinib hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1.1: hydroxylamine hydrochloride; pyridine / methanol / Heating
2.1: acetic anhydride / 110 °C
3.1: 85 percent / aq. nitric acid / acetic acid / 8 h / 45 - 50 °C
4.1: FeCl3; hydrazine hydrate / H2O; methanol / 3 h / Heating
4.2: 81 percent / HCl / H2O / 90 - 130 °C
5.1: 94 percent / thionyl chloride / dimethylformamide / 2 h / Heating
6.1: 80 percent / dimethylformamide / 1 h / 80 °C
View Scheme
Multi-step reaction with 7 steps
1: hydroxylamine hydrochloride; acetic anhydride
2: nitric acid
3: dihydrogen peroxide
4: palladium on activated charcoal; ammonium formate
5: water / 24 h / 130 °C
6: trichlorophosphate; triethylamine
7: hydrogenchloride / water; N,N-dimethyl-formamide
View Scheme
139-85-5

3,4-dihydroxybenzaldehyde

183319-69-9

erlotinib hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 7 steps
1.1: 98 percent / potassium carbonate / dimethylformamide / 100 °C
2.1: hydroxylamine hydrochloride; pyridine / methanol / Heating
3.1: acetic anhydride / 110 °C
4.1: 85 percent / aq. nitric acid / acetic acid / 8 h / 45 - 50 °C
5.1: FeCl3; hydrazine hydrate / H2O; methanol / 3 h / Heating
5.2: 81 percent / HCl / H2O / 90 - 130 °C
6.1: 94 percent / thionyl chloride / dimethylformamide / 2 h / Heating
7.1: 80 percent / dimethylformamide / 1 h / 80 °C
View Scheme
3943-89-3

Ethyl protocatechuate

183319-69-9

erlotinib hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: potassium carbonate; tetrabutylammonium iodide / acetone / 120 h / Heating
2: acetic acid; nitric acid / 24 h / 20 °C
3: hydrogen / PtO2*H2O / methanol / 20 °C / 2585.74 Torr
4: 84 percent / 12 h / 165 - 170 °C
5: phosphoryl choride; N,N-diethylaniline / 0.67 h / 70 - 90 °C
6: pyridine / propan-2-ol
View Scheme
Multi-step reaction with 6 steps
1: potassium carbonate; tetrabutylammonium iodide / acetone
2: acetic acid; nitric acid / 24 h / 20 °C
3: hydrogen / PtO2*H2O / methanol / 20 °C / 2585.74 Torr
4: 84 percent / 12 h / 165 - 170 °C
5: phosphoryl choride; N,N-diethylaniline / 0.67 h / 70 - 90 °C
6: pyridine / propan-2-ol
View Scheme
Multi-step reaction with 7 steps
1.1: potassium tert-butylate; potassium iodide / N,N-dimethyl-formamide / 12 h / 100 °C
2.1: sulfuric acid; nitric acid / 1 h / 20 °C / Darkness
3.1: palladium 10% on activated carbon / ethanol / 10 h / 20 °C
3.2: 20 °C
4.1: ammonium formate; triethylamine / 6 h / 160 °C
5.1: oxalyl dichloride / N,N-dimethyl-formamide; dichloromethane / 3 h / 50 °C
6.1: methanol / 3 h / 20 - 30 °C
6.2: 3 h / 50 °C
7.1: hydrogenchloride / water; dichloromethane; methanol / 3 h / 25 °C
View Scheme
183322-16-9

3,4-bis(2-methoxyethoxy)benzoic acid ethyl ester

183319-69-9

erlotinib hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: acetic acid; nitric acid / 24 h / 20 °C
2: hydrogen / PtO2*H2O / methanol / 20 °C / 2585.74 Torr
3: 84 percent / 12 h / 165 - 170 °C
4: phosphoryl choride; N,N-diethylaniline / 0.67 h / 70 - 90 °C
5: pyridine / propan-2-ol
View Scheme
Multi-step reaction with 6 steps
1.1: sulfuric acid; nitric acid / 1 h / 20 °C / Darkness
2.1: palladium 10% on activated carbon / ethanol / 10 h / 20 °C
2.2: 20 °C
3.1: ammonium formate; triethylamine / 6 h / 160 °C
4.1: oxalyl dichloride / N,N-dimethyl-formamide; dichloromethane / 3 h / 50 °C
5.1: methanol / 3 h / 20 - 30 °C
5.2: 3 h / 50 °C
6.1: hydrogenchloride / water; dichloromethane; methanol / 3 h / 25 °C
View Scheme
179688-27-8

ethyl 2-amino-4,5-bis(2-methoxyethoxy)-benzoate

183319-69-9

erlotinib hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 84 percent / 12 h / 165 - 170 °C
2: phosphoryl choride; N,N-diethylaniline / 0.67 h / 70 - 90 °C
3: pyridine / propan-2-ol
View Scheme
179688-26-7

2-nitro-4,5-bis(2-methoxyethoxy)benzoic acid ethyl ester

183319-69-9

erlotinib hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: hydrogen / PtO2*H2O / methanol / 20 °C / 2585.74 Torr
2: 84 percent / 12 h / 165 - 170 °C
3: phosphoryl choride; N,N-diethylaniline / 0.67 h / 70 - 90 °C
4: pyridine / propan-2-ol
View Scheme
Multi-step reaction with 4 steps
1.1: tin(II) chloride dihdyrate / methanol / 25 - 35 °C
1.2: 0 - 30 °C
2.1: 25 - 145 °C
3.1: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 2 h / Reflux
4.1: isopropyl alcohol / 4 h / 25 - 45 °C / Inert atmosphere
View Scheme
Multi-step reaction with 5 steps
1.1: palladium 10% on activated carbon / ethanol / 10 h / 20 °C
1.2: 20 °C
2.1: ammonium formate; triethylamine / 6 h / 160 °C
3.1: oxalyl dichloride / N,N-dimethyl-formamide; dichloromethane / 3 h / 50 °C
4.1: methanol / 3 h / 20 - 30 °C
4.2: 3 h / 50 °C
5.1: hydrogenchloride / water; dichloromethane; methanol / 3 h / 25 °C
View Scheme
69088-96-6

2-methyl-4-(3-aminophenyl)-3-butyn-2-ol

183319-69-9

erlotinib hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: NaOH / toluene / 1 h / Heating
2: 98 percent / propan-2-ol / 18 h / Heating
View Scheme
Multi-step reaction with 2 steps
1: sodium hydroxide / toluene / 4 h / 105 - 110 °C / Inert atmosphere
2: toluene; acetonitrile / 25 °C / Inert atmosphere; Reflux
View Scheme
Multi-step reaction with 2 steps
1.1: acetonitrile / 5 h / 25 °C / Inert atmosphere; Reflux
2.1: sodium hydroxide / butan-1-ol; water / pH 10 - 12 / Inert atmosphere
2.2: 24 h / 115 - 120 °C
2.3: 20 - 25 °C
View Scheme
Multi-step reaction with 2 steps
1: acetonitrile / 5 h / Inert atmosphere; Reflux
2: sodium hydroxide; water / butan-1-ol / pH 10 - 12 / Inert atmosphere
View Scheme
54060-30-9

3-acetylenephenylamine

183322-18-1

4-chloro-6,7-bis(2-methoxyethoxy)quinazoline

A

N-(3-ethynylphenyl)-6,7-bis(2-methoxyethoxy)-N-(2-methoxyethyl)quinazolin-4-amine

B

183319-69-9

erlotinib hydrochloride

Conditions
ConditionsYield
In isopropyl alcohol for 1.5 - 2h; Product distribution / selectivity; Heating / reflux;
950596-58-4

2-amino-4,5-bis-(2-methoxyethoxy)-benzonitrile

54060-30-9

3-acetylenephenylamine

122-51-0

orthoformic acid triethyl ester

183319-69-9

erlotinib hydrochloride

Conditions
ConditionsYield
Stage #1: 2-amino-4,5-bis-(2-methoxyethoxy)-benzonitrile; 3-acetylenephenylamine; orthoformic acid triethyl ester; acetic acid In isopropyl alcohol for 4h; Reflux;
Stage #2: With hydrogenchloride In isopropyl alcohol at 20℃; pH=3.0 - 4.0; Product distribution / selectivity;
1246445-24-8

erlotinib trifluoroacetate

183319-69-9

erlotinib hydrochloride

Conditions
ConditionsYield
With hydrogenchloride In isopropyl alcohol at 25 - 30℃; Product distribution / selectivity;
958669-57-3

4-(methylthio)-6,7-bis(2-methoxyethoxy)quinazoline

54060-30-9

3-acetylenephenylamine

hydrochloric salt of m-aminophenylacetylene

183319-69-9

erlotinib hydrochloride

Conditions
ConditionsYield
In isopropyl alcohol for 15h; Reflux;
In isopropyl alcohol for 15h; Reflux;
183322-18-1

4-chloro-6,7-bis(2-methoxyethoxy)quinazoline

183319-69-9

erlotinib hydrochloride

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: pyridine / isopropyl alcohol / 1 h / 80 °C
1.2: 1 h / 20 °C
2.1: trichlorophosphate / N,N-dimethyl-formamide / 0.5 h / 80 °C
2.2: 0.5 h / 0 - 40 °C
3.1: lithium diisopropyl amide / n-heptane; tetrahydrofuran; ethylbenzene / 0.5 h / 0 °C / Inert atmosphere
3.2: 15 h / 20 °C
3.3: 3 h / 20 °C
View Scheme
Multi-step reaction with 3 steps
1.1: pyridine / isopropyl alcohol / 1 h / 80 °C
1.2: 1 h / 20 °C
2.1: trichlorophosphate / N,N-dimethyl-formamide / 0.5 h / 80 °C
2.2: 0.5 h / 0 - 40 °C
3.1: sec.-butyllithium / cyclohexane; tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere
3.2: 15 h / 20 °C
3.3: 1 h / 20 °C
View Scheme
Multi-step reaction with 3 steps
1.1: pyridine / isopropyl alcohol / 1 h / 80 °C
1.2: 20 °C
2.1: trichlorophosphate / N,N-dimethyl-formamide / 0.5 h / 80 °C
2.2: 0 - 40 °C
3.1: sec.-butyllithium / cyclohexane; tetrahydrofuran / 0 °C / Inert atmosphere
3.2: 20 °C
3.3: 20 °C
View Scheme
Multi-step reaction with 3 steps
1.1: pyridine / isopropyl alcohol / 1 h / 80 °C
1.2: 20 °C
2.1: trichlorophosphate / N,N-dimethyl-formamide / 0.5 h / 80 °C
2.2: 0 - 40 °C
3.1: lithium diisopropyl amide / n-heptane; tetrahydrofuran; ethylbenzene / 0 °C / Inert atmosphere
3.2: 15 h / 20 °C
3.3: 20 °C
View Scheme
With hydrogenchloride In water; N,N-dimethyl-formamide
54060-30-9

3-acetylenephenylamine

183322-18-1

4-chloro-6,7-bis(2-methoxyethoxy)quinazoline

A

179688-29-0

6,7-bis(2-methoxyethoxy)-3,4-dihydroquinazolin-4-one

B

183319-69-9

erlotinib hydrochloride

Conditions
ConditionsYield
Stage #1: 3-acetylenephenylamine; 4-chloro-6,7-bis(2-methoxyethoxy)quinazoline With pyridine In isopropyl alcohol at 80℃; for 1h;
Stage #2: With hydrogenchloride In 1,4-dioxane; diethyl ether; chloroform at 20℃; for 1h; Product distribution / selectivity;
Stage #1: 3-acetylenephenylamine; 4-chloro-6,7-bis(2-methoxyethoxy)quinazoline With pyridine In isopropyl alcohol at 80℃; for 1h;
Stage #2: With hydrogenchloride In 1,4-dioxane; diethyl ether; chloroform at 20℃;
75-75-2

methanesulfonic acid

183319-69-9

erlotinib hydrochloride

N-(3-ethynylphenyl)-6,7-bis(2-methoxyethoxy)-4-quinazolinamine, methanesulfonic acid salt

Conditions
ConditionsYield
Stage #1: erlotinib hydrochloride With sodium hydroxide In water; ethyl acetate at 60 - 70℃; pH=10 - 11;
Stage #2: methanesulfonic acid In ethyl acetate Heating / reflux;
100%
Stage #1: erlotinib hydrochloride With sodium hydroxide In water; ethyl acetate pH=8 - 9;
Stage #2: In isopropyl alcohol
Stage #3: methanesulfonic acid at 62 - 70℃; for 34h;
93%
Stage #1: erlotinib hydrochloride With sodium hydrogencarbonate In dichloromethane; water
Stage #2: In isopropyl alcohol
Stage #3: methanesulfonic acid
69%
Stage #1: erlotinib hydrochloride With 50percent NaOH In water; ethyl acetate at 50℃; for 0.25h;
Stage #2: methanesulfonic acid at 50℃; for 4h; Further stages.;
111.76 g
577-11-7

sodium docusate

183319-69-9

erlotinib hydrochloride

erlotinib 1,4-bis(2-ethylhexoxy)-1 ,4-dioxobutane-2-sulfonate

Conditions
ConditionsYield
In dichloromethane; water at 20℃;98%
183319-69-9

erlotinib hydrochloride

183321-74-6

erlotinib

Conditions
ConditionsYield
With sodium hydroxide In water pH=5 - 12; Product distribution / selectivity;96.3%
With ammonia In water for 2h; pH=9.4; Product distribution / selectivity;94.3%
With sodium hydroxide In water; ethyl acetate at 20℃; Product distribution / selectivity;
183319-69-9

erlotinib hydrochloride

erlotinib hydrochloride monohydrate

Conditions
ConditionsYield
In dimethyl sulfoxide at 45℃; Temperature;92.5%
110-16-7

maleic acid

183319-69-9

erlotinib hydrochloride

[6,7-bis(2-methoxyethoxy)-4-chinazolinyl](3-ethynylphenyl)amine maleate

Conditions
ConditionsYield
Stage #1: erlotinib hydrochloride With ammonium hydroxide In water; ethyl acetate at 50℃; for 0.5h;
Stage #2: maleic acid In ethanol; ethyl acetate at 20℃; for 24h;
89%
183319-69-9

erlotinib hydrochloride

C22H25N3O5

Conditions
ConditionsYield
With sulfuric acid at 50℃; Reagent/catalyst; Temperature; Cooling with ice;84%
124-04-9

Adipic acid

183319-69-9

erlotinib hydrochloride

1429636-54-3

[6,7-bis(2-methoxyethoxy)-4-chinazolinyl](3-ethynylphenyl)amine adipinate

Conditions
ConditionsYield
Stage #1: erlotinib hydrochloride With ammonium hydroxide In water; ethyl acetate at 50℃; for 0.5h;
Stage #2: Adipic acid In ethanol; ethyl acetate for 24h; Cooling with ice;
72%
50475-22-4

ethylenediamine platinum(II) nitrate

183319-69-9

erlotinib hydrochloride

C24H31ClN5O4Pt

Conditions
ConditionsYield
Stage #1: erlotinib hydrochloride With triethylamine In N,N-dimethyl-formamide at 20℃; for 2h;
Stage #2: ethylenediamine platinum(II) nitrate In N,N-dimethyl-formamide at 65℃; for 17h;
29%
468724-95-0

cis-Pt(ethylenediamine)nitrate-chloride

183319-69-9

erlotinib hydrochloride

C24H31ClN5O4Pt

Conditions
ConditionsYield
With triethylamine In N,N-dimethyl-formamide at 65℃; for 17h;22%
Downstream Products
183321-74-6
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  • Erlotinib hydrochloride

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    183319-69-9

    Erlotinib hydrochloride

    Min.Order: 100 Gram

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    Erlotinib hydrochloride is a reversible inhibitor of epidermal growth factor receptor tyrosine kinase. It is mainly used in the second or third line treatment of locally advanced or metastatic non-small cell lung cancer and pancreatic cancer. HER-1

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  • erlotinib hydrochloride

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    erlotinib hydrochloride

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  • Erlotinib hydrochloride CAS:183319-69-9

  • Casno:

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    Erlotinib hydrochloride CAS:183319-69-9

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    Business Type:Lab/Research institutions

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  • Erlotinib hydrochloride/183319-69-9

  • Casno:

    183319-69-9

    Erlotinib hydrochloride/183319-69-9

    Min.Order: 1 Gram

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    Name Erlotinib hydrochloride Synonyms N-(3-Ethynylphenyl)[6,7-bis(2-methoxyethoxy)quinazolin-4-yl]amine hydrochloride; 6,7-Bis(2-methoxyethoxy)-4-(3-ethynylanilino)quinazoline hydrochlor

    Hangzhou JINLAN Pharm-Drugs Technology Co., Ltd (JL Pharm) is established in 2012 at the beautiful West Lake – Hangzhou city, China. The company's main business includes R&D, Produ

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    Erlotinib hydrochloride

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  • 183319-69-9 Erlotinib hydrochloride

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    183319-69-9

    183319-69-9 Erlotinib hydrochloride

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  • Erlotinib hydrochloride

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    183319-69-9

    Erlotinib hydrochloride

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    183319-69-9

    MSDS/COA Download

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  • Erlotinib hydrochloride

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    183319-69-9

    Erlotinib hydrochloride

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    Erlotinib hydrochloride

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  • Erlotinib hydrochloride

  • Casno:

    183319-69-9

    Erlotinib hydrochloride

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    Erlotinib hydrochloride 183319-69-9 basic information Product Name Erlotinib hydrochloride Synonyms Tarceva Hydrochloride See E625000 CAS NO. 183319-69-9 CAS: 183319-69-9

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    183319-69-9

    MSDS/COA Download

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  • 183319-69-9  Erlotinib hydrochloride

  • Casno:

    183319-69-9

    183319-69-9 Erlotinib hydrochloride

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    Address:Zhengzhou International Trade New Territory,Jinshui District,Zhengzhou ,China

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  • Casno:

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    MSDS/COA Download

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    Business Type:Lab/Research institutions

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  • Casno:

    183319-69-9

    MSDS/COA Download

    Erlotinib hydrochloride CAS 183319-69-9

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    Erlotinib hydrochloride CAS No.:183319-69-9 Name: Erlotinib hydrochloride Synonyms: N-(3-Ethynylphenyl)[6,7-bis(2-methoxyethoxy)quinazolin-4-yl]amine hydrochloride; 6,7-Bis(2-methoxyethoxy)-4-(3-ethynylanilin

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     China (Mainland)  |  Contact Details

    Business Type:Other

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     China (Mainland)  |  Contact Details

    Business Type:Lab/Research institutions

    Tel:+86-21-52196435

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    183319-69-9

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    1.Prompt Goods; 2.Flexible payment terms; 3.Documents & Certificate support. Name: Erlotinib hydrochloride Molecular Structure: Formula: C22H24ClN3O4 Molecular Weight :429.9 Synonyms: ERLOTINIBHCL;ERLOTINIBHCLSALT;ERLOTINIBHCLSALT:TARCEVA

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    China (Mainland)  |  Contact Details

    Business Type:Trading Company

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    183319-69-9

    Erlotinib hydrochloride

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     China (Mainland)  |  Contact Details

    Business Type:Lab/Research institutions

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    Address:203,Building 3, International Enterprise Center, No. 1 Guanshan 2nd Road, East Lake New Technology Development Zone,

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    183319-69-9

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     China (Mainland)  |  Contact Details

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    Address:China

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    183319-69-9

    Erlotinib hydrochloride/erlotinib hcl

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    China (Mainland)  |  Contact Details

    Business Type:Lab/Research institutions

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    Address:Wuhan Private Science and Technology Park , Wuhan, China

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    183319-69-9

    Erlotinib hydrochloride

    Min.Order: 1 Gram

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    SUNSANTA We are one of the leading exporters in China in the fields of active pharma ingredients including oncology drug, prostaglandin, anti-HIV drug, cardiovascular drug, diabetes drug, anti-inflammatory drug, urinary system drug, cosmetics

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     China (Mainland)  |  Contact Details

    Business Type:Trading Company

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    Address:RM 601,BUILDING 38,NO.98 HONGBEI ROAD,WUJIN,CHANGZHOU,JIANGSU,CHINA

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  • High Purity CAS:183319-69-9 Erlotinib hydrochloride

  • Casno:

    183319-69-9

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    High Purity CAS:183319-69-9 Erlotinib hydrochloride

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Specification

1. Introduction of Erlotinib hydrochloride

Erlotinib hydrochloride, with the IUPAC Name of N-(4-ethynylphenyl)-6,7-bis(2-methoxyethoxy)quinazolin-4-amine hydrochloride, is one kind of white crystalline powder, odorless, little bitter taste. This product belongs to the Product Categories which include API; Molecular Targeted Antineoplastic; Heterocyclic Compounds; anti-neoplastic; Heterocycles; Intermediates & Fine Chemicals; Pharmaceuticals.

2. Properties of Erlotinib hydrochloride

Erlotinib hydrochloride has the following datas: (1)Flash Point: 288.6 °C; (2)Enthalpy of Vaporization: 83.44 kJ/mol; (3)Melting Point: 223-225°C; (4)Boiling Point: 553.6 °C at 760 mmHg; (5)Vapour Pressure: 2.69E-12 mmHg at 25°C.

3. Use of Erlotinib hydrochloride

Erlotinib hydrochloride (CAS NO.183319-69-9) is a drug used to treat non-small cell lung cancer, pancreatic cancer and several other types of cancer.