3-(Trifluoromethyl)phenylboronic acid → HCID 21884315, compound

HRID 722516Notes

Reaction equation

HRID 722516 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([C:12]2[O:13][C:14]3[CH:20]=[CH:19][C:18](Br)=[CH:17][C:15]=3[N:16]=2)[CH:7]=[CH:8][C:9]=1[O:10][CH3:11])([O-:3])=[O:2].[F:22][C:23]([F:34])([F:33])[C:24]1[CH:25]=[C:26](B(O)O)[CH:27]=[CH:28][CH:29]=1>>[N+:1]([C:4]1[CH:5]=[C:6]([C:12]2[O:13][C:14]3[CH:20]=[CH:19][C:18]([C:28]4[CH:27]=[CH:26][CH:25]=[C:24]([C:23]([F:34])([F:33])[F:22])[CH:29]=4)=[CH:17][C:15]=3[N:16]=2)[CH:7]=[CH:8][C:9]=1[O:10][CH3:11])([O-:3])=[O:2]

Participants

3

Reactant 2

HCID 27343883-(Trifluoromethyl)phenylboronic acidHCID 218843422-(3-Nitro-4-methoxyphenyl)-5-bromobenzoxazole

Product 1

HCID 21884315HCID 21884315, compound

Procedure

Prepared by the method of Example 15d), from 2-(3-nitro-4-methoxyphenyl)-5-bromobenzoxazole (200 mg, 0.57 mmol) and 3-trifluoromethylphenylboronic acid (163 mg, 0.86 mmol) the subtitle compound was obtained, (120 mg, 51%). 1H NMR (DMSO) δ 8.70(s, 1H), 8.52(d, 1H), 8.24(s, 1H), 8.11(s, 1H), 7.97(d, 1H), 7.86(d, 1H), 7.81(s, 2H), 7.68(d, 1H), 4.11(s, 3H). MS 415 m/z (M+H)+.

Sources & evidence

ORD record
ord-a59ae02b06a742d5997ab6219d1cb660
Source dataset
uspto-grants-2006_11
Patent number
US07138425B2

Reaction notes

Loading…