4-(Ethylsulphonyl)benzeneboronic acid → 2-(3-Nitro-4-methoxyphenyl)-5-(4-ethylsulfonylphenyl)benzoxazole

HRID 722632Notes

Reaction equation

HRID 722632 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].[CH2:22]([S:24]([C:27]1[CH:32]=[CH:31][C:30](B(O)O)=[CH:29][CH:28]=1)(=[O:26])=[O:25])[CH3:23]>>[N+:1]([C:4]1[CH:5]=[C:6]([C:12]2[O:13][C:14]3[CH:20]=[CH:19][C:18]([C:30]4[CH:29]=[CH:28][C:27]([S:24]([CH2:22][CH3:23])(=[O:26])=[O:25])=[CH:32][CH:31]=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 27734204-(Ethylsulphonyl)benzeneboronic acidHCID 218843422-(3-Nitro-4-methoxyphenyl)-5-bromobenzoxazole

Product 1

HCID 218846532-(3-Nitro-4-methoxyphenyl)-5-(4-ethylsulfonylphenyl)benzoxazole

Procedure

Prepared by the method of Example 15d), from 2-(3-nitro-4-methoxyphenyl)-5-bromobenzoxazole (400 mg, 1.15 mmol) and 4-(ethylsulfonyl)phenylboronic acid (214 mg, 1.75 mmol) the subtitle compound was obtained (88 mg, 12%). MS 439 m/z (M+H)+.

Sources & evidence

ORD record
ord-9bf4fd57f59b45e9b086bb4fe2bea680
Source dataset
uspto-grants-2006_11
Patent number
US07138425B2

Reaction notes

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