4-(Trifluoromethoxy)phenylboronic acid → HCID 21884321, compound

HRID 722515Notes

Reaction equation

HRID 722515 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:35])([F:34])[O:24][C:25]1[CH:30]=[CH:29][C:28](B(O)O)=[CH:27][CH:26]=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][C:25]([O:24][C:23]([F:22])([F:34])[F:35])=[CH:30][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 27343864-(Trifluoromethoxy)phenylboronic acidHCID 218843422-(3-Nitro-4-methoxyphenyl)-5-bromobenzoxazole

Product 1

HCID 21884321HCID 21884321, compound

Procedure

Prepared by the method of Example 15d), from 2-(3-nitro-4-methoxyphenyl)-5-bromobenzoxazole (200 mg, 0.57 mmol) and 4-trifluoromethoxyphenylboronic acid (177 mg, 0.86 mmol) the subtitle compound was obtained, (119 mg, 48%). 1H NMR (DMSO) δ 8.70(s, 1H), 8.52(d, 1H), 8.16(s, 1H), 7.93(d, 3H), 7.81(d, 2H), 7.68(d, 1H), 7.55(d, 1H), 4.12(s, 3H). MS 431 m/z (M+H)+.

Sources & evidence

ORD record
ord-00e86390253d42dbb7f0c00250766034
Source dataset
uspto-grants-2006_11
Patent number
US07138425B2

Reaction notes

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