3-(Trifluoromethoxy)benzene-1-sulfonyl chloride → N-[4-Methoxy-3-(1-propionyl-pyrrolidin-3-yl)-phenyl]-3-trifluoromethoxybenzenesulfonamide

HRID 238974Notes

Reaction equation

HRID 238974 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([NH2:9])=[CH:5][C:4]=1[CH:10]1[CH2:14][CH2:13][N:12]([C:15](=[O:18])[CH2:16][CH3:17])[CH2:11]1.[F:19][C:20]([F:33])([F:32])[O:21][C:22]1[CH:23]=[C:24]([S:28](Cl)(=[O:30])=[O:29])[CH:25]=[CH:26][CH:27]=1>>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([NH:9][S:28]([C:24]2[CH:25]=[CH:26][CH:27]=[C:22]([O:21][C:20]([F:19])([F:32])[F:33])[CH:23]=2)(=[O:30])=[O:29])=[CH:5][C:4]=1[CH:10]1[CH2:14][CH2:13][N:12]([C:15](=[O:18])[CH2:16][CH3:17])[CH2:11]1

Participants

3

Reactant 2

HCID 27772183-(Trifluoromethoxy)benzene-1-sulfonyl chlorideHCID 689551971-[3-(2-Methoxy-5-amino-phenyl)-pyrrolidin-1-yl]-propan-1-one

Product 1

HCID 68953299N-[4-Methoxy-3-(1-propionyl-pyrrolidin-3-yl)-phenyl]-3-trifluoromethoxybenzenesulfonamide

Procedure

1-[3-(2-Methoxy-5-amino-phenyl)-pyrrolidin-1-yl]-propan-1-one (0.44 g, 1.77 mmol) and commercially available 3-trifluoromethoxy-benzene sulfonylchloride (0.23 g, 0.89 mmol) were reacted as described above, to yield, after purification via silica gel chromatography using a ISCO Companion instrument, 0.198 g of the desired compound.

Workup

  1. customto yield
  2. customafter purification via silica gel chromatography

Sources & evidence

ORD record
ord-fc0fda8621764aada2d06c2494005062
Source dataset
uspto-grants-2014_02
Patent number
US08642642B2

Reaction notes

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