Acetyl chloride → HCID 58614877, compound

HRID 923122Notes

Reaction equation

HRID 923122 reaction equation
[C:1](Cl)(=[O:3])[CH3:2].[NH2:5][C:6]1[CH:27]=[C:26]([S:28]([CH3:31])(=[O:30])=[O:29])[CH:25]=[CH:24][C:7]=1[C:8]([NH:10][C:11]1[CH:16]=[CH:15][C:14]([Cl:17])=[C:13]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][N:19]=2)[CH:12]=1)=[O:9]>N1C=CC=CC=1>[C:1]([NH:5][C:6]1[CH:27]=[C:26]([S:28]([CH3:31])(=[O:30])=[O:29])[CH:25]=[CH:24][C:7]=1[C:8]([NH:10][C:11]1[CH:16]=[CH:15][C:14]([Cl:17])=[C:13]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][N:19]=2)[CH:12]=1)=[O:9])(=[O:3])[CH3:2]

Participants

4

Reactant 2

HCID 6367Acetyl chlorideHCID 58614851HCID 58614851, compound

Product 1

HCID 58614877HCID 58614877, compound

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

20 μL of acetyl chloride was added to a solution of 90 mg of 2-amino-N-(4-chloro-3-(pyridin-2-yl)phenyl)-4-(methylsulfonyl)benzamide in 2 mL of pyridine at 0° C. The reaction mixture was allowed to warm to room temperature and stirred for 2 h. The reaction was quenched with MeOH and evaporated. The product was purified on reverse phase HPLC to yield 2-acetamido-N-(4-chloro-3-(pyridin-2-yl)phenyl)-4-(methylsulfonyl)benzamide. MS (Q1) 444.0 (M)+.

Workup

  1. customThe reaction was quenched with MeOH
  2. customevaporated
  3. customThe product was purified on reverse phase HPLC

Sources & evidence

ORD record
ord-0d96ff5ee82142d5953681dd44215ce9
Source dataset
uspto-grants-2016_03
Patent number
US09278961B2

Reaction notes

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