(3-Chlorophenyl)boronic acid → HCID 21884379, 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)[CH:7]=[CH:8][C:9]=1[O:10][CH3:11])([O-:3])=[O:2].[Cl:22][C:23]1[CH:24]=[C:25](B(O)O)[CH:26]=[CH:27][CH:28]=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:27]4[CH:26]=[CH:25][CH:24]=[C:23]([Cl:22])[CH:28]=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
Procedure
Prepared by the method of Example 15d), from 2-(3-nitro-4-methoxyphenyl)-5-bromobenzoxazole (200 mg, 0.57 mmol) and 3-chlorophenylboronic acid (134 mg, 0.86 mmol) the subtitle compound was obtained, (72 mg, 33%). 1H NMR (DMSO) δ 8.71(d, 1H), 8.53(dd, 1H), 8.19(d, 1H), 7.95(d, 1H), 7.88(t, 1H), 7.83(dd, 1H), 7.79(d, 1H), 7.70(d, 1H), 7.58(t, 1H), 7.52(d, 1H), 4.12(s, 3H).
Sources & evidence
- ORD record
- ord-25b931f5368d4187957edac39a503901
- Source dataset
- uspto-grants-2006_11
- Patent number
- US07138425B2
Reaction notes
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