3-Tolylboronic acid → HCID 21884445, compound

HRID 722508Notes

Reaction equation

HRID 722508 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][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]([CH3:22])[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

Reactant 2

HCID 27339503-Tolylboronic acidHCID 218843422-(3-Nitro-4-methoxyphenyl)-5-bromobenzoxazole

Product 1

HCID 21884445HCID 21884445, compound

Procedure

Prepared by the method of Example 15d), from 2-(3-nitro-4-methoxyphenyl)-5-bromobenzoxazole (200 mg, 0.57 mmol) and 3-methylphenylboronic acid (117 mg, 0.86 mmol) the subtitle compound was obtained, (69 mg, 33%). 1H NMR (DMSO) δ 8.64(d, 1H), 847(dd, 1H), 8.14(d, 1H), 7.86(d, 1H), 7.72(dd, 1H), 7.64(d, 1H), 7.55(m, 2H), 7.39(t, 1H), 7.22(d, 1H), 4.07(s, 1H), 2.40(s, 3H).

Sources & evidence

ORD record
ord-01c4b13d523246eea69a90fd3ccc78da
Source dataset
uspto-grants-2006_11
Patent number
US07138425B2

Reaction notes

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