Tolylboronic acid → HCID 21884443, 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][C:23]1[CH:28]=[CH:27][C:26](B(O)O)=[CH:25][CH:24]=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:26]4[CH:27]=[CH:28][C:23]([CH3:22])=[CH:24][CH:25]=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 79799Tolylboronic acid

HCID 21884587HCID 21884587, compound

Product 1

HCID 21884443HCID 21884443, compound

Procedure

Prepared by the method of Example 15d), from 2-(3-nitro-6-methoxyphenyl)-5-bromobenzoxazole (400 mg, 1.14 mmol) and 4-methylphenylboronic acid (234 mg, 1.71 mmol) the subtitle compound was obtained (273 mg, 53%). The product was used directly in the next step without purification.

Sources & evidence

ORD record: ord-15eacafb68a84c88a0553cdc4c3456cc
Source dataset: uspto-grants-2006_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07138425B2

Reaction notes

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