4-(Trifluoromethyl)phenylboronic acid → HCID 135924049, compound

HRID 1921242Notes

Reaction equation

HRID 1921242 reaction equation
Cl[C:2]1[CH:3]=[C:4]([C:30]2[NH:34][C:33](=[O:35])[O:32][N:31]=2)[CH:5]=[CH:6][C:7]=1[S:8]([N:11]1[C:19]2[C:14](=[CH:15][C:16]([C:20]3[CH:25]=[CH:24][C:23]([C:26]([F:29])([F:28])[F:27])=[CH:22][CH:21]=3)=[CH:17][CH:18]=2)[CH2:13][CH2:12]1)(=[O:10])=[O:9].[F:36][C:37]([F:48])([F:47])[C:38]1[CH:43]=[CH:42][C:41](B(O)O)=[CH:40][CH:39]=1>>[F:36][C:37]([F:48])([F:47])[C:38]1[CH:43]=[CH:42][C:41]([C:2]2[C:7]([S:8]([N:11]3[C:19]4[C:14](=[CH:15][C:16]([C:20]5[CH:25]=[CH:24][C:23]([C:26]([F:29])([F:28])[F:27])=[CH:22][CH:21]=5)=[CH:17][CH:18]=4)[CH2:13][CH2:12]3)(=[O:10])=[O:9])=[CH:6][CH:5]=[C:4]([C:30]3[NH:34][C:33](=[O:35])[O:32][N:31]=3)[CH:3]=2)=[CH:40][CH:39]=1

Participants

3

Reactant 2

HCID 27343894-(Trifluoromethyl)phenylboronic acidHCID 135924145HCID 135924145, compound

Product 1

HCID 135924049HCID 135924049, compound

Procedure

3-{4′-Trifluoromethyl-6-[5-(4-trifluoromethyl-phenyl)-2,3-dihydro-indole-1-sulfonyl]-biphenyl-3-yl}-4H-[1,2,4]oxadiazol-5-one was synthesized from 3-{3-Chloro-4-[5-(4-trifluoromethyl-phenyl)-2,3-dihydro-indole-1-sulfonyl]-phenyl}-4H-[1,2,4]oxadiazol-5-one (Example 6) by Suzuki-type reaction with 4-trifluoromethyl-phenyl boronic acid under conditions described in Example 11.

Sources & evidence

ORD record
ord-f69289ef2a324d0dae7417cda5e974f7
Source dataset
uspto-grants-2012_05
Patent number
US08173674B2

Reaction notes

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