3-Methoxybenzenesulfonyl chloride → HCID 57566768, compound

HRID 1727138Notes

Reaction equation

HRID 1727138 reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([N:8]2[CH2:12][CH:11]([C:13]3[CH:18]=[CH:17][C:16]([O:19][CH3:20])=[C:15]([O:21][CH:22]4[CH2:26][CH2:25][CH2:24][CH2:23]4)[CH:14]=3)[CH2:10][C:9]2=[O:27])[CH:5]=[CH:6][CH:7]=1.[CH3:28][O:29][C:30]1[CH:31]=[C:32]([S:36](Cl)(=[O:38])=[O:37])[CH:33]=[CH:34][CH:35]=1>N1C=CC=CC=1.C(Cl)Cl>[CH:22]1([O:21][C:15]2[CH:14]=[C:13]([CH:11]3[CH2:12][N:8]([C:4]4[CH:3]=[C:2]([NH:1][S:36]([C:32]5[CH:33]=[CH:34][CH:35]=[C:30]([O:29][CH3:28])[CH:31]=5)(=[O:38])=[O:37])[CH:7]=[CH:6][CH:5]=4)[C:9](=[O:27])[CH2:10]3)[CH:18]=[CH:17][C:16]=2[O:19][CH3:20])[CH2:26][CH2:25][CH2:24][CH2:23]1

Participants

5

Reactant 2

HCID 27375043-Methoxybenzenesulfonyl chlorideHCID 68828675HCID 68828675, compound

Product 1

HCID 57566768HCID 57566768, compoundYield 65.2%

Reagents, catalysts & solvents 2

HCID 1049PyridineSolventHCID 6344DichloromethaneSolvent

Procedure

A mixture of 1-(3-aminophenyl)-4-(3-cyclopentyloxy-4-methoxyphenyl)-pyrrolidin-2-one (15 mg, 0.04 mmol) and 3-methoxybenzenesulfonyl chloride (10 mg, 0.042 mol) in pyridine (30 μL) and CH2Cl2 (0.5 mL) was created in a dry round bottom flask. The mixture was stirred at r.t. for 15 h. After removal of solvent, the residue was purified by preparative LC-MS to give 14 mg of N-{3-[4-(3-cyclopentyloxy-4-methoxyphenyl)-2-oxo-pyrrolidin-1-yl]phenyl}-3-methoxybenzenesulfonamide. Yield: 65%.

Workup

  1. customwas created in a dry round bottom flask
  2. customAfter removal of solvent
  3. customthe residue was purified by preparative LC-MS

Sources & evidence

ORD record
ord-b7994bf31baf404ab5f508b5f32e7411
Source dataset
uspto-grants-2009_02
Patent number
US07495016B2

Reaction notes

Loading…