4-(4-Bromophenyl)butanoyl chloride → 4-(4-Bromophenyl)-N-(3-cyano-4-(isopropylsulfonyl)phenyl)butanamide

HRID 735508Notes

Reaction equation

HRID 735508 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][CH2:10][C:11]([NH:13][C:14]2[CH:19]=[CH:18][C:17]([S:20]([CH2:23][CH3:24])(=[O:22])=[O:21])=[C:16]([C:25]#[N:26])[CH:15]=2)=[O:12])=[C:4](C)[CH:3]=1.N[C:29]1C=CC(S(C(C)C)(=O)=O)=C(C=1)C#N.BrC1C=CC(CCCC(Cl)=O)=CC=1>>[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][CH2:10][C:11]([NH:13][C:14]2[CH:19]=[CH:18][C:17]([S:20]([CH:23]([CH3:24])[CH3:29])(=[O:22])=[O:21])=[C:16]([C:25]#[N:26])[CH:15]=2)=[O:12])=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 2467764-(4-Bromophenyl)butanoyl chlorideHCID 574482075-Amino-2-(isopropylsulfonyl)benzonitrileHCID 578426604-(4-Bromo-2-methylphenyl)-N-(3-cyano-4-(ethylsulfonyl)phenyl)butanamide

Product 1

HCID 578427724-(4-Bromophenyl)-N-(3-cyano-4-(isopropylsulfonyl)phenyl)butanamideYield 92%

Procedure

Using a procedure analogous to that used to prepare 8B, 9B (364 mg, 1.62 mmol) was reacted with 4-(4-bromophenyl)butyric acid chloride to give 9C (667 mg, 92%). MS (ESI) m/z 449.1, 451.1 (M+H)+.

Sources & evidence

ORD record
ord-7597159c96b94d3c964448fcfaa7b92e
Source dataset
uspto-grants-2009_09
Patent number
US07592331B2

Reaction notes

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