3,4-Dimethoxyphenylboronic acid → HCID 21884346, 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].[CH3:22][O:23][C:24]1[CH:25]=[C:26](B(O)O)[CH:27]=[CH:28][C:29]=1[O:30][CH3:31]>>[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][C:24]([O:23][CH3:22])=[C:29]([O:30][CH3:31])[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 3,4-dimethoxyphenylboronic acid (157 mg, 0.85 mmol) the subtitle compound was obtained (180 mg, 78%). 1H NMR (CDCl3) δ 8.74(d, 1H), 8.44(dd, 1H), 7.91(d, 1H), 7.62(d, 1H), 7.57(dd, 1H), 7.25(d, 1H), 7.19–7.14(m, 2H), 6.98(d, 1H), 4.07(s, 3H), 3.97(s, 3H), 3.94(s, 3H).
Sources & evidence
- ORD record
- ord-42f47ef557ca4f668daf6459bcbc8148
- Source dataset
- uspto-grants-2006_11
- Patent number
- US07138425B2
Reaction notes
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