3-Cyanophenylboronic acid → HCID 21884469, compound

HRID 722507Notes

Reaction equation

HRID 722507 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].[C:22]([C:24]1[CH:25]=[C:26](B(O)O)[CH:27]=[CH:28][CH:29]=1)#[N:23]>>[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]([C:22]#[N:23])[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 27343253-Cyanophenylboronic acidHCID 218843422-(3-Nitro-4-methoxyphenyl)-5-bromobenzoxazole

Product 1

HCID 21884469HCID 21884469, compound

Procedure

Prepared by the method of Example 15d), from 2-(3-nitro-4-methoxyphenyl)-5-bromobenzoxazole (200 mg, 0.57 mmol) and 3-cyanophenylboronic acid (126 mg, 0.86 mmol) the subtitle compound was obtained (65 mg, 31%). 1H NMR (DMSO) δ 8.75(d, 1H), 8.57(dd, 1H), 8.35(t, 1H), 8.29(d, 1H), 8.21(dt, 1H), 8.00(d, 1H), 7.97(dt, 1H), 7.93(d, 1H), 7.80(t, 1H), 7.74(d, 1H), 4.17(s, 3H).

Sources & evidence

ORD record
ord-d1343c4822f945cf9446b382de8af42a
Source dataset
uspto-grants-2006_11
Patent number
US07138425B2

Reaction notes

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