Methanesulfonyl chloride → HCID 12093988, compound

HRID 1358460Notes

Reaction equation

HRID 1358460 reaction equation
[CH3:1][S:2](Cl)(=[O:4])=[O:3].[NH2:6][C:7]1[CH:12]=[CH:11][C:10]([CH2:13][CH2:14][NH:15][C:16](=[O:28])[CH2:17][C:18]2[CH:23]=[C:22]([Br:24])[C:21]([O:25][CH3:26])=[C:20]([Br:27])[CH:19]=2)=[CH:9][C:8]=1[O:29][CH2:30][C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1>N1C=CC=CC=1.C(Cl)(Cl)Cl>[CH2:30]([O:29][C:8]1[CH:9]=[C:10]([CH2:13][CH2:14][NH:15][C:16](=[O:28])[CH2:17][C:18]2[CH:23]=[C:22]([Br:24])[C:21]([O:25][CH3:26])=[C:20]([Br:27])[CH:19]=2)[CH:11]=[CH:12][C:7]=1[NH:6][S:2]([CH3:1])(=[O:4])=[O:3])[C:31]1[CH:32]=[CH:33][CH:34]=[CH:35][CH:36]=1

Participants

5

Reactant 2

HCID 31297Methanesulfonyl chlorideHCID 18184540HCID 18184540, compound

Product 1

HCID 12093988HCID 12093988, compound

Reagents, catalysts & solvents 2

HCID 1049PyridineSolventHCID 6212ChloroformSolvent

Procedure

Methanesulfonyl chloride (0.148 g, 0.0013 mol) was added dropwise a solution of N-[2-(4-amino-3-benzyloxy-phenyl)-ethyl]-2-(3,5-dibromo-4-methoxy-phenyl)-acetamide (0.712 g, 0.0013 mol) in 6 mL of pyridine. The reaction mixture was stirred overnight at room temperature, diluted with 10 mL of chloroform, washed with 1N HCl and 1N NaOH, dried over Na2SO4 and concentrated. A residue was crystallizedfrom ethyl acetate-hexanes mixture. Yield 0.635 g (78%).

Workup

  1. washwashed with 1N HCl and 1N NaOH
  2. dry with materialdried over Na2SO4
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-1cdec25ee9234f9d8fb91c0c9f7c19e8
Source dataset
uspto-grants-2003_07
Patent number
US06596734B1

Reaction notes

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