3-[4-(Z)-(1,2-diphenylbut-1-enyl)phenyl]-acrylic acid → HCID 69749840, compound

HRID 2253475Notes

Reaction equation

HRID 2253475 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]1[CH:34]=[CH:33][C:32]([CH2:35][S:36]([NH2:39])(=[O:38])=[O:37])=[CH:31][CH:30]=1>>[C:1]1([C:7]([C:17]2[CH:22]=[CH:21][C:20]([CH:23]=[CH:24][C:25]([NH:39][S:36]([CH2:35][C:32]3[CH:31]=[CH:30][C:29]([F:28])=[CH:34][CH:33]=3)(=[O:37])=[O:38])=[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 16785078HCID 16785078, compound

Product 1

HCID 69749840HCID 69749840, compound

Procedure

Prepared by coupling 1a and [(4-fluorophenyl)methyl-sulfonamide (Synlett, 1997, 375) in accordance with Procedure 1, Method B described hereinabove. Yield (32%); 1H NMR (d6-DMSO) δ 11.63 (br s, 1H), 7.53 (d, J=15.7 Hz, 1H), 7.40-7.10 (m, 16H), 6.87 (d, J=8.1 Hz, 2H), 6.41 (d, J=15.7 Hz, 1H), 4.72 (s, 2H), 2.37 (q, J=7.4 Hz, 2H), 0.83 (t, J=7.4 Hz, 3H); APcI m/z: 526 (M+H+).

Workup

  1. customPrepared
  2. customYield (32%)

Sources & evidence

ORD record
ord-3c19400eb7144be6971fe9c64f297682
Source dataset
uspto-grants-2008_01
Patent number
US07323587B2

Reaction notes

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