Phenylboronic Acid → N-(3-Nitro[1,1'-biphenyl]-4-yl)carbamic Acid tert-Butyl Ester

HRID 859255

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

Participants

Reactant 2

HCID 66827Phenylboronic Acid

HCID 23554339Tert-butyl (4-iodo-2-nitrophenyl)carbamate

Product 1

HCID 57745588N-(3-Nitro[1,1'-biphenyl]-4-yl)carbamic Acid tert-Butyl EsterYield 93.2%

Procedure

Prepared from (4-iodo-2-nitro-phenyl)-carbamic acid tert.-butyl ester (Example A1) (994 mg, 2.73 mmol) and phenyl boronic acid (576 mg, 3.00 mmol) according to the general procedure B. Obtained as a bright yellow solid (800 mg).

Sources & evidence

ORD record: ord-7f8954e862b34f27b9036f5891c445ed
Source dataset: uspto-grants-2006_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07151098B2

Linked notes

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