4-Chlorophenylboronic acid → 2-(3-Nitro-6-propylaminophenyl)-5-(4-chlorophenyl)benzoxazole

HRID 722663Notes

Reaction equation

HRID 722663 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([C:14]2[O:15][C:16]3[CH:22]=[CH:21][C:20](Br)=[CH:19][C:17]=3[N:18]=2)[C:7]([NH:10][CH2:11][CH2:12][CH3:13])=[CH:8][CH:9]=1)([O-:3])=[O:2].[Cl:24][C:25]1[CH:30]=[CH:29][C:28](B(O)O)=[CH:27][CH:26]=1>>[N+:1]([C:4]1[CH:5]=[C:6]([C:14]2[O:15][C:16]3[CH:22]=[CH:21][C:20]([C:28]4[CH:29]=[CH:30][C:25]([Cl:24])=[CH:26][CH:27]=4)=[CH:19][C:17]=3[N:18]=2)[C:7]([NH:10][CH2:11][CH2:12][CH3:13])=[CH:8][CH:9]=1)([O-:3])=[O:2]

Participants

3

Reactant 2

HCID 742994-Chlorophenylboronic acidHCID 53038022-(5-bromo-1,3-benzoxazol-2-yl)-4-nitro-N-propylaniline

Product 1

HCID 218843402-(3-Nitro-6-propylaminophenyl)-5-(4-chlorophenyl)benzoxazole

Procedure

Prepared by the method of Example 15d), from 2-(3-nitro-6-propylaminophenyl)-5-bromobenzoxazole (400 mg, 1.59 mmol) and 4-chlorophenylboronic acid (258 mg, 1.65 mmol) the subtitle compound was obtained (284 mg, 64%). MS 408.2 m/z (M+H)+.

Sources & evidence

ORD record
ord-1e2939fccae340ce870c3c6a667a02d3
Source dataset
uspto-grants-2006_11
Patent number
US07138425B2

Reaction notes

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