(2,3-Difluorophenyl)boronic acid → (2',3'-Difluoro-3-nitro-biphenyl-4-yl)-carbamic acid tert.-butyl ester

HRID 859269

Reaction equation

HRID 859269 reaction equation
[C:1]([O:5][C:6](=[O:18])[NH:7][C:8]1[CH:13]=[CH:12][C:11](I)=[CH:10][C:9]=1[N+:15]([O-:17])=[O:16])([CH3:4])([CH3:3])[CH3:2].[F:19][C:20]1[C:25]([F:26])=[CH:24][CH:23]=[CH:22][C:21]=1B(O)O>>[C:1]([O:5][C:6](=[O:18])[NH:7][C:8]1[CH:13]=[CH:12][C:11]([C:24]2[CH:23]=[CH:22][CH:21]=[C:20]([F:19])[C:25]=2[F:26])=[CH:10][C:9]=1[N+:15]([O-:17])=[O:16])([CH3:4])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 2734333(2,3-Difluorophenyl)boronic acidHCID 23554339Tert-butyl (4-iodo-2-nitrophenyl)carbamate

Product 1

HCID 69592780(2',3'-Difluoro-3-nitro-biphenyl-4-yl)-carbamic acid tert.-butyl esterYield 91.9%

Procedure

Prepared from (4-iodo-2-nitro-phenyl)-carbamic acid tert.-butyl ester (Example A1) (3.64 g, 10 mmol) and 2,3-difluorobenzene boronic acid (2.35 g, 14.9 mmol) according to the general procedure B. Obtained as a yellow solid (3.22 g).

Sources & evidence

ORD record
ord-ef3894fc7dea470d926036dbd5890080
Source dataset
uspto-grants-2006_12
Patent number
US07151098B2

Linked notes

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