Acetic Anhydride → N-[3-Cyano-4,5-dimethyl-1-(2,4,6-trimethylphenyl)-1H-pyrrol-2-yl]acetamide

HRID 1884342Notes

Reaction equation

HRID 1884342 reaction equation
[NH2:1][C:2]1[N:3]([C:11]2[C:16]([CH3:17])=[CH:15][C:14]([CH3:18])=[CH:13][C:12]=2[CH3:19])[C:4]([CH3:10])=[C:5]([CH3:9])[C:6]=1[C:7]#[N:8].[C:20](OC(=O)C)(=[O:22])[CH3:21]>C(O)(=O)C>[C:7]([C:6]1[C:5]([CH3:9])=[C:4]([CH3:10])[N:3]([C:11]2[C:16]([CH3:17])=[CH:15][C:14]([CH3:18])=[CH:13][C:12]=2[CH3:19])[C:2]=1[NH:1][C:20](=[O:22])[CH3:21])#[N:8]

Participants

4

Reactant 2

HCID 7918Acetic AnhydrideHCID 4019082-Amino-4,5-dimethyl-1-(2,4,6-trimethylphenyl)-1H-pyrrole-3-carbonitrile

Product 1

HCID 401907N-[3-Cyano-4,5-dimethyl-1-(2,4,6-trimethylphenyl)-1H-pyrrol-2-yl]acetamide

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

The title compound was prepared as a tan solid by the procedure analogous to that of Example 1A starting with the compound of step A and acetic anhydride in acetic acid. The crude material was pure and used directly for the next cyclization step. 1H NMR (CDCl3) δ 1.75(s, 3H), 1.80(s, 6H), 1.95(s, 3H), 2.18(s, 3H), 2.30(s, 3H), 6.60(brs, 1H), 6.93(s, 2H) ppm.

Sources & evidence

ORD record
ord-36a3b2d919f04cd6b6d2075b321c189b
Source dataset
uspto-grants-2004_07
Patent number
US06765008B1

Reaction notes

Loading…