(3-Methoxyphenyl)boronic acid → HCID 21884323, compound

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)[C:7]([O:10][CH3:11])=[CH:8][CH:9]=1)([O-:3])=[O:2].[CH3:22][O:23][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]([O:23][CH3:22])[CH:29]=4)=[CH:17][C:15]=3[N:16]=2)[C:7]([O:10][CH3:11])=[CH:8][CH:9]=1)([O-:3])=[O:2]

Participants

Reactant 2

HCID 2734370(3-Methoxyphenyl)boronic acid

HCID 21884587HCID 21884587, compound

Product 1

HCID 21884323HCID 21884323, compound

Procedure

Prepared by the method of Example 15d), from 2-(3-nitro-6-methoxyphenyl)-5-bromobenzoxazole (400 mg, 1.14 mmol) and 3-methoxyphenylboronic acid (261 mg, 1.71 mmol) the subtitle compound was obtained (280 mg, 51%). The product was used directly in the next step without purification.

Sources & evidence

ORD record: ord-ff3bc27dee014c1990351f5e95dbf4b9
Source dataset: uspto-grants-2006_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07138425B2

Reaction notes

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