Trifluoromethylsulfonamide → C,C,C-trifluoro-N-{3-[4-(6-phenyl-8,9-dihydro-7H-benzocyclohepten-5-yl)-phenyl]-acryloyl}-methanesulfonamide

HRID 1824900Notes

Reaction equation

HRID 1824900 reaction equation
[C:1]1([C:7]2[CH2:13][CH2:12][CH2:11][C:10]3[CH:14]=[CH:15][CH:16]=[CH:17][C:9]=3[C:8]=2[C:18]2[CH:23]=[CH:22][C:21]([CH:24]=[CH:25][C:26](O)=[O:27])=[CH:20][CH:19]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[F:29][C:30]([F:36])([F:35])[S:31]([NH2:34])(=[O:33])=[O:32]>>[F:29][C:30]([F:36])([F:35])[S:31]([NH:34][C:26](=[O:27])[CH:25]=[CH:24][C:21]1[CH:20]=[CH:19][C:18]([C:8]2[C:9]3[CH:17]=[CH:16][CH:15]=[CH:14][C:10]=3[CH2:11][CH2:12][CH2:13][C:7]=2[C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)=[CH:23][CH:22]=1)(=[O:33])=[O:32]

Participants

3

Reactant 2

HCID 79001TrifluoromethylsulfonamideHCID 693150443-[4-(6-Phenyl-8,9-dihydro-7H-benzocyclohepten-5-yl)-phenyl]-acrylic acid

Product 1

HCID 69780904C,C,C-trifluoro-N-{3-[4-(6-phenyl-8,9-dihydro-7H-benzocyclohepten-5-yl)-phenyl]-acryloyl}-methanesulfonamide

Procedure

Prepared by coupling 2e and trifluoromethanesulfonamide in accordance with Procedure 1, Method B described hereinabove. Yield (12%); 1H NMR (d6-DMSO) δ 8.93 (br s, 2H), 7.31–7.07 (m, 9H), 6.80 (d, J=8.0 Hz, 2H), 6.72 (d, J=7.3 Hz, 1H), 6.35 (d, J=15.7 Hz, 1H), 2.76 (t, J=7.0 Hz, 2H), 2.26 (t, J=7.0 Hz, 2H), 2.07 (m, 2H); APcI m/z: 496 (M−H−).

Workup

  1. customPrepared
  2. customYield (12%)

Sources & evidence

ORD record
ord-1ba2d550808246319b0a9dbbc4677c55
Source dataset
uspto-grants-2006_05
Patent number
US07045540B2

Reaction notes

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