Benzo(B)Thiophene-2-Boronic Acid → 2-(3-Nitro-4-methoxyphenyl)-5-(2-benzothiophenyl)benzoxazole

HRID 722624Notes

Reaction equation

HRID 722624 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].[S:22]1[C:26]2[CH:27]=[CH:28][CH:29]=[CH:30][C:25]=2[CH:24]=[C:23]1B(O)O>>[N+:1]([C:4]1[CH:5]=[C:6]([C:12]2[O:13][C:14]3[CH:20]=[CH:19][C:18]([C:23]4[S:22][C:26]5[CH:27]=[CH:28][CH:29]=[CH:30][C:25]=5[CH:24]=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 2359Benzo(B)Thiophene-2-Boronic AcidHCID 218843422-(3-Nitro-4-methoxyphenyl)-5-bromobenzoxazole

Product 1

HCID 218845482-(3-Nitro-4-methoxyphenyl)-5-(2-benzothiophenyl)benzoxazole

Procedure

Prepared by the method of Example 15d), from 2-(3-nitro-4-methoxyphenyl)-5-bromobenzoxazole (200 mg, 0.57 mmol) and benzothiophene-2-boronic acid (153 mg, 0.85 mmol) the subtitle compound was obtained (200 mg, 15%). MS 403.1 m/z (M+H)+.

Sources & evidence

ORD record
ord-f456b2002eea4991be926101cb6c1f11
Source dataset
uspto-grants-2006_11
Patent number
US07138425B2

Reaction notes

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