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183319-69-9

Basic Information
CAS No.: 183319-69-9
Name: Erlotinib hydrochloride
Article Data: 53
Cas Database
Molecular Structure:
Molecular Structure of 183319-69-9 (Erlotinib hydrochloride)
Formula: C22H24ClN3O4
Molecular Weight: 429.903
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: N/A
Melting Point: 223-225 °C
Boiling Point: 553.6 °C at 760 mmHg
Flash Point: 288.6 °C
Solubility: N/A
Appearance: White or off-white powder
Hazard Symbols: N/A
Risk Codes: N/A
Safety: 24/25
Transport Information: N/A
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%
Downstream Products
183321-74-6
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    MSDS/COA Download

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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.