4-(4-Bromophenyl)butanoyl chloride → 4-(4-Bromophenyl)-N-(4-(tert-butylsulfonyl)-3-cyanophenyl)butanamide

HRID 735513Notes

Reaction equation

HRID 735513 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][CH2:10][C:11](NC2C=CC(S(CC)(=O)=O)=C(C#N)C=2)=[O:12])=[C:4](C)[CH:3]=1.[NH2:28][C:29]1[CH:30]=[CH:31][C:32]([S:37]([C:40]([CH3:43])([CH3:42])[CH3:41])(=[O:39])=[O:38])=[C:33]([CH:36]=1)[C:34]#[N:35].BrC1C=CC(CCCC(Cl)=O)=CC=1>>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:8][CH2:9][CH2:10][C:11]([NH:28][C:29]2[CH:30]=[CH:31][C:32]([S:37]([C:40]([CH3:43])([CH3:42])[CH3:41])(=[O:39])=[O:38])=[C:33]([C:34]#[N:35])[CH:36]=2)=[O:12])=[CH:6][CH:7]=1

Participants

4

Reactant 3

HCID 2467764-(4-Bromophenyl)butanoyl chlorideHCID 578426604-(4-Bromo-2-methylphenyl)-N-(3-cyano-4-(ethylsulfonyl)phenyl)butanamideHCID 578428235-Amino-2-(tert-butylsulfonyl)benzonitrile

Product 1

HCID 578426964-(4-Bromophenyl)-N-(4-(tert-butylsulfonyl)-3-cyanophenyl)butanamideYield 100%

Procedure

Using a procedure analogous to that used to prepare 8B, 10B (250 mg, 1.05 mmol) was reacted with 4-(4-bromophenyl)butyric acid chloride to give 10C (493 mg, 100%). MS (ESI) m/z 461.2, 463.2 (M+H)+.

Sources & evidence

ORD record
ord-b5940844479a4f58bb489dd772a7ed62
Source dataset
uspto-grants-2009_09
Patent number
US07592331B2

Reaction notes

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