4-Chlorophenylboronic acid → 2-(3-Nitro-4-methoxyphenyl)-5-(4-chlorophenyl)benzoxazole

HRID 722497Notes

Reaction equation

HRID 722497 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: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]([Cl:22])=[CH:24][CH:25]=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 742994-Chlorophenylboronic acidHCID 218843422-(3-Nitro-4-methoxyphenyl)-5-bromobenzoxazole

Product 1

HCID 218844462-(3-Nitro-4-methoxyphenyl)-5-(4-chlorophenyl)benzoxazole

Procedure

Prepared by the method of Example 15d), from 2-(3-nitro-4-methoxyphenyl)-5-bromobenzoxazole (200 mg, 0.57 mmol) and 4-chlorophenylboronic acid (134 mg, 0.85 mmol) the subtitle compound was obtained (148 mg, 68%). 1H NMR (CDCl3) δ 8.74(s, 1H), 8.45(dd, 1H), 7.90(d, 1H), 7.64(d, 1H), 7.55(d, 3H), 7.44(d, 2H), 7.26(d, 1H), 4.07(s, 3H).

Sources & evidence

ORD record
ord-95af4e0320944ef1a79e2c0d2fbcdf2b
Source dataset
uspto-grants-2006_11
Patent number
US07138425B2

Reaction notes

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