Pyridine → HCID 54412720, compound

HRID 21545Notes

Reaction equation

HRID 21545 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([NH:8][C:9](=[O:33])[CH:10]([C:31]#[N:32])[C:11]([C:13]2[C:14]3[CH2:30][C:29]4[C:24](=[CH:25][CH:26]=[CH:27][CH:28]=4)[C:15]=3[N:16]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)[N:17]=2)=[O:12])[CH:5]=[CH:6][CH:7]=1.[C:34](OC(=O)C)(=[O:36])[CH3:35].N1C=CC=CC=1>CN(C)C=O>[C:34]([NH:1][C:2]1[CH:3]=[C:4]([NH:8][C:9](=[O:33])[CH:10]([C:31]#[N:32])[C:11]([C:13]2[C:14]3[CH2:30][C:29]4[C:24](=[CH:25][CH:26]=[CH:27][CH:28]=4)[C:15]=3[N:16]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=3)[N:17]=2)=[O:12])[CH:5]=[CH:6][CH:7]=1)(=[O:36])[CH3:35]

Participants

5

Reactant 3

HCID 1049PyridineHCID 7918Acetic AnhydrideHCID 54268011N-(3-Amino-phenyl)-2-cyano-3-(1,4-dihydro-1-phenyl-indeno [1,2-c]pyrazol-3-yl)-3-oxo-propanamide

Product 1

HCID 54412720HCID 54412720, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

N-(3-Amino-phenyl)-2-cyano-3-(1,4-dihydro-1-phenyl-indeno [1,2-c]pyrazol-3-yl)-3-oxo-propanamide (1.8 g) dissolved in dimethylformamide (30 ml) is reacted with acetic anhydride (5 ml) in the presence of pyridine (5 ml) at 40° C. for 8 hours. The reaction mixture is diluted with ice water and the precipitate is filtered and washed with water crystallization from dimethylformamide gives 1.2 g of N-(3-acetylamino-phenyl) -2-cyano-3-(1,4-dihydro-1-phenyl-indeno[1,2-c]pyrazol-3-yl)-3-oxo-propanamide.

Workup

  1. filtrationthe precipitate is filtered
  2. washwashed with water crystallization from dimethylformamide

Sources & evidence

ORD record
ord-2cc5f6e04a9c4982b59c9b0f634075f3
Source dataset
uspto-grants-1995_06
Patent number
US05424308

Reaction notes

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