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356068-86-5

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CAS No.: 356068-86-5
Name: N-(2-(Diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide
Article Data: 30
Molecular Structure:
Molecular Structure of 356068-86-5 (N-(2-(Diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide)
Formula: C14H23N3O2
Molecular Weight: 265.356
Synonyms: 5-Formyl-2,4-dimethyl-1H-pyrrole-3-carboxylicacid (2-diethylamino-ethyl)-amide;1H-Pyrrole-3-carboxamide, N-[2-(diethylamino)ethyl]-5-formyl-2,4-dimethyl-;
EINECS: 807-829-4
Density: 1.096 g/cm3
Boiling Point: 389.9 °C at 760 mmHg
Flash Point: 189.6 °C
PSA: 65.20000
LogP: 1.90650
Related products
Synthetic route

5-[(2-diethylamino-ethylimino)-methyl]-2,4-dimethyl-1H-pyrrole-3-carboxylic acid (2-diethylamino-ethyl)-amide

356068-86-5

N-(2-(diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide

Conditions
ConditionsYield
With water100%
253870-02-9

5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid

100-36-7

N,N-diethylethylenediamine

356068-86-5

N-(2-(diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane; N,N-dimethyl-formamide at 0 - 20℃; for 59h;86.3%
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In N,N-dimethyl-formamide84%
Stage #1: 5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; for 0.333333h;
Stage #2: N,N-diethylethylenediamine With triethylamine In N,N-dimethyl-formamide at 20℃;		80%
253870-02-9

5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid

616-40-0

N,N-diethylhydrazine

356068-86-5

N-(2-(diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane; N,N-dimethyl-formamide at 0 - 20℃; for 59h;86.3%
253870-02-9

5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid

1-(3-dimethyl-aminopropyl-3-ethylcarbodiimide hydrochloride

1-(3-dimethyl-aminopropyl-3-ethylcarbodiimide hydrochloride

2592-95-2

benzotriazol-1-ol

100-36-7

N,N-diethylethylenediamine

356068-86-5

N-(2-(diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide

Conditions
ConditionsYield
With sodium hydroxide; triethylamine In N-methyl-acetamide; methanol; dichloromethane; water; ethyl acetate; toluene43%
With sodium hydroxide; triethylamine In N-methyl-acetamide; methanol; dichloromethane; water; ethyl acetate; toluene43%
With sodium hydroxide; triethylamine In N-methyl-acetamide; methanol; dichloromethane; water; ethyl acetate; toluene43%
...Expand
253870-02-9

5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid

356068-86-5

N-(2-(diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: tetrahydrofuran / 45 °C
2: imidazole / carbon dioxide / tetrahydrofuran / 45 °C
3: 100 percent / H2O
View Scheme
452105-37-2

4-(imidazole-1-carbonyl)-3,5-dimethyl-1H-pyrrole-2-carbaldehyde

356068-86-5

N-(2-(diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: imidazole / carbon dioxide / tetrahydrofuran / 45 °C
2: 100 percent / H2O
View Scheme
2199-59-9

ethyl (5-formyl-2,4-dimethyl-1H-pyrrole)-3-carboxylate

356068-86-5

N-(2-(diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 90 percent / aq. KOH / methanol / 3 h / Heating
2: 50 percent / EDC; HOBt; Et3N / dimethylformamide / 20 °C
View Scheme
Multi-step reaction with 2 steps
1.1: potassium hydroxide; water / methanol / 4 - 6 h / 60 - 70 °C
2.1: dicyclohexyl-carbodiimide; benzotriazol-1-ol / tetrahydrofuran / 0.5 h
2.2: 16 h / 25 - 30 °C
View Scheme
Multi-step reaction with 2 steps
1: water; potassium hydroxide / methanol / 3 h / Reflux
2: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / 12 h / 20 °C
View Scheme
86770-31-2

2-tert-butyl 4-ethyl 3,5-dimethyl-1H-pyrrole-2,4-dicarboxylate

356068-86-5

N-(2-(diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 81 percent / TFA / -5 - 20 °C
2: 90 percent / aq. KOH / methanol / 3 h / Heating
3: 50 percent / EDC; HOBt; Et3N / dimethylformamide / 20 °C
View Scheme
Multi-step reaction with 4 steps
1.1: hydrogenchloride / isopropyl alcohol / 25 - 50 °C
2.1: trichlorophosphate / 2 - 3 h / 0 - 50 °C
2.2: 25 - 30 °C / pH 12 - 13
3.1: potassium hydroxide; water / methanol / 4 - 6 h / 60 - 70 °C
4.1: dicyclohexyl-carbodiimide; benzotriazol-1-ol / tetrahydrofuran / 0.5 h
4.2: 16 h / 25 - 30 °C
View Scheme
Multi-step reaction with 4 steps
1: hydrogenchloride; water / ethanol / 3 h / 70 °C
2: trichlorophosphate / 1,2-dichloro-ethane / 2 h / Reflux
3: water; potassium hydroxide / methanol / 3 h / Reflux
4: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / 12 h / 20 °C
View Scheme
Multi-step reaction with 4 steps
1: hydrogenchloride / ethanol; water / 1 h / 60 °C
2: trichlorophosphate / dichloromethane / 2 h / Reflux
3: potassium hydroxide / methanol; water / 4 h / Reflux
4: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; triethylamine / N,N-dimethyl-formamide
View Scheme
253870-02-9

5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid

100-36-7

N,N-diethylethylenediamine

A

5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid (2-diethylarnino-ethyl)-amide

5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxylic acid (2-diethylarnino-ethyl)-amide

B

356068-86-5

N-(2-(diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide

Conditions
ConditionsYield
A 6.19g (78%)
B n/a
...Expand
2199-51-1

2,4-dimethyl-1H-pyrrole-3-carboxylic acid ethyl ester

356068-86-5

N-(2-(diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: trichlorophosphate / 2 - 3 h / 0 - 50 °C
1.2: 25 - 30 °C / pH 12 - 13
2.1: potassium hydroxide; water / methanol / 4 - 6 h / 60 - 70 °C
3.1: dicyclohexyl-carbodiimide; benzotriazol-1-ol / tetrahydrofuran / 0.5 h
3.2: 16 h / 25 - 30 °C
View Scheme
Multi-step reaction with 3 steps
1: trichlorophosphate / 1,2-dichloro-ethane / 2 h / Reflux
2: water; potassium hydroxide / methanol / 3 h / Reflux
3: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / 12 h / 20 °C
View Scheme
Multi-step reaction with 3 steps
1.1: trichlorophosphate / dichloromethane / 1.5 h / Reflux
1.2: 0.5 h / Reflux
2.1: sodium hydroxide; water / methanol / 4.5 h / 82 - 83 °C / Inert atmosphere
3.1: dicyclohexyl-carbodiimide; dmap / dichloromethane; N,N-dimethyl-formamide / 59 h / 0 - 20 °C
View Scheme
Multi-step reaction with 3 steps
1: trichlorophosphate / dichloromethane / 2 h / Reflux
2: potassium hydroxide / methanol; water / 4 h / Reflux
3: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol; triethylamine / N,N-dimethyl-formamide
View Scheme
Multi-step reaction with 3 steps
1.1: trichlorophosphate / dichloromethane / 0.5 h / 0 °C
1.2: 1.5 h / Reflux
2.1: sodium hydroxide / water; methanol / 4.5 h / Reflux; Inert atmosphere
3.1: dicyclohexyl-carbodiimide; dmap / dichloromethane; N,N-dimethyl-formamide / 59 h / 0 - 20 °C
View Scheme
Raw Materials
2199-59-9
86770-31-2
253870-02-9
452105-37-2
2199-51-1
100-36-7
Downstream Products
341031-54-7
342641-94-5
557795-19-4
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  • CAS NO.356068-86-5 N-(2-(Diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide

  • Casno:

    356068-86-5

    CAS NO.356068-86-5 N-(2-(Diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide

    Min.Order: 1 Kilogram

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    Sunitinib intermediate CAS No: 356068-86-5 Product Name: N-(2-(Diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide CAS No: 356068-86-5 Molecular Formula: C14H23N3O2 Molecular Weight: 265.355 Usage: Sunitinib intermediate A

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  • N-(2-(Diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide

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    356068-86-5

    N-(2-(Diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide

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Specification

The systematic name of N-(2-(Diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide is N-[2-(diethylamino)ethyl]-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide. With the CAS registry number 356068-86-5, it is also named as 1H-Pyrrole-3-carboxamide, N-[2-(diethylamino)ethyl]-5-formyl-2,4-dimethyl-. In addition, its molecular formula is C14H23N3O2 and molecular weight is 265.35.

The other characteristics of N-(2-(Diethylamino)ethyl)-5-formyl-2,4-dimethyl-1H-pyrrole-3-carboxamide can be summarized as: (1)ACD/LogP: 1.61; (2)# of Rule of 5 Violations: 0; (3)ACD/BCF (pH 5.5): 1; (4)ACD/BCF (pH 7.4): 1; (5)ACD/KOC (pH 5.5): 1; (6)ACD/KOC (pH 7.4): 1.06; (7)#H bond acceptors: 5; (8)#H bond donors: 2; (9)#Freely Rotating Bonds: 7; (10)Polar Surface Area: 65.2 Å2; (11)Index of Refraction: 1.554; (12)Molar Refractivity: 77.59 cm3; (13)Molar Volume: 242.1 cm3; (14)Polarizability: 30.76×10-24cm3; (15)Surface Tension: 44.4 dyne/cm; (16)Density: 1.096 g/cm3; (17)Flash Point: 189.6 °C; (18)Enthalpy of Vaporization: 63.93 kJ/mol; (19)Boiling Point: 389.9 °C at 760 mmHg; (20)Vapour Pressure: 2.75E-06 mmHg at 25 °C.

People can use the following data to convert to the molecule structure.
(1)SMILES: Cc1c(C(=O)NCCN(CC)CC)c(C)nc1C=O
(2)InChI: InChI=1/C14H23N3O2/c1-5-17(6-2)8-7-15-14(19)13-10(3)12(9-18)16-11(13)4/h9,16H,5-8H2,1-4H3,(H,15,19)
(3)InChIKey: BRZYBFNUINXZMJ-UHFFFAOYAD
(4)Std. InChI: InChI=1S/C14H23N3O2/c1-5-17(6-2)8-7-15-14(19)13-10(3)12(9-18)16-11(13)4/h9,16H,5-8H2,1-4H3,(H,15,19)
(5)Std. InChIKey: BRZYBFNUINXZMJ-UHFFFAOYSA-N