3-[4-(Z)-(1,2-diphenylbut-1-enyl)phenyl]-acrylic acid → HCID 86601470, compound

HRID 2253477Notes

Reaction equation

HRID 2253477 reaction equation
[C:1]1(/[C:7](/[C:17]2[CH:22]=[CH:21][C:20]([CH:23]=[CH:24][C:25](O)=[O:26])=[CH:19][CH:18]=2)=[C:8](/[C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)\[CH2:9][CH3:10])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[F:28][C:29]([F:36])([F:35])[CH2:30][S:31]([NH2:34])(=[O:33])=[O:32]>>[C:1]1([C:7]([C:17]2[CH:22]=[CH:21][C:20]([CH:23]=[CH:24][C:25]([NH:34][S:31]([CH2:30][C:29]([F:36])([F:35])[F:28])(=[O:33])=[O:32])=[O:26])=[CH:19][CH:18]=2)=[C:8]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH2:9][CH3:10])[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

3

Reactant 2

HCID 30361523-[4-(Z)-(1,2-diphenylbut-1-enyl)phenyl]-acrylic acidHCID 212655462,2,2-Trifluoroethane-1-sulfonamide

Product 1

HCID 86601470HCID 86601470, compound

Procedure

Prepared by coupling 1a and 2,2,2-trifluoroethanesulfonamide (Synlett, 1997, 375) in accordance with Procedure 1, Method A described hereinabove. Yield (34%); 1H NMR (d6-DMSO) δ 7.39-7.01 (m, 13H), 6.83 (d, J=8.1 Hz, 2H), 6.40 (d, J=15.7 Hz, 1H), 2.85 (s, 1H), 2.69 (s, 1H), 2.36 (q, J=7.3 Hz, 2H), 0.83 (t, J=7.3 Hz, 3H); ESI m/z: 498 (M−H−).

Workup

  1. customPrepared
  2. customYield (34%)

Sources & evidence

ORD record
ord-cac191cf054b4741bfc82a97ef868ae9
Source dataset
uspto-grants-2008_01
Patent number
US07323587B2

Reaction notes

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