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3-Nitrophenylboronic Acid → Rac-[1-(3,4-dichloro-phenyl)-2-(3'-nitro-biphenyl-4-yl)-2-oxo-ethyl]-carbamic acid tert-butyl ester

HRID 384966
Notes
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Reaction equation

HRID 384966 reaction equation
[C:1]([O:5][C:6](=[O:26])[NH:7][CH:8]([C:18]1[CH:23]=[CH:22][C:21]([Cl:24])=[C:20]([Cl:25])[CH:19]=1)[C:9]([C:11]1[CH:16]=[CH:15][C:14](I)=[CH:13][CH:12]=1)=[O:10])([CH3:4])([CH3:3])[CH3:2].[N+:27]([C:30]1[CH:31]=[C:32](B(O)O)[CH:33]=[CH:34][CH:35]=1)([O-:29])=[O:28]>>[C:1]([O:5][C:6](=[O:26])[NH:7][CH:8]([C:18]1[CH:23]=[CH:22][C:21]([Cl:24])=[C:20]([Cl:25])[CH:19]=1)[C:9]([C:11]1[CH:16]=[CH:15][C:14]([C:34]2[CH:33]=[CH:32][CH:31]=[C:30]([N+:27]([O-:29])=[O:28])[CH:35]=2)=[CH:13][CH:12]=1)=[O:10])([CH3:4])([CH3:3])[CH3:2]
ParticipantsProcedureSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 16773-Nitrophenylboronic AcidHCID 68409915Rac-[1-(3,4-dichloro-phenyl)-2-(4-iodo-phenyl)-2-oxo-ethyl]-carbamic acid tert-butyl ester

Product 1

HCID 68408885Rac-[1-(3,4-dichloro-phenyl)-2-(3'-nitro-biphenyl-4-yl)-2-oxo-ethyl]-carbamic acid tert-butyl ester

Procedure

The title compound was prepared from rac-[1-(3,4-dichloro-phenyl)-2-(4-iodo-phenyl)-2-oxo-ethyl]-carbamic acid tert-butyl ester and 3-nitrobenzene-boronic acid in analogy to Example 2b): MS (ISN): 499.1 (M−H)−.

Sources & evidence

ORD record
ord-9ba1516bed234a74a19adf5d428d848f
Source dataset
uspto-grants-2013_02
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08367838B2

Reaction notes

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On this pageParticipantsProcedureSources & evidenceReaction notes