tert-butyl N-(4-chlorophenyl)carbamate → (2-Amino-5-chloro-phenyl)-(2-chloro-6-fluoro-phenyl)-methanone

HRID 513124

Reaction equation

HRID 513124 reaction equation
[Cl:1][C:2]1[CH:15]=[CH:14][C:5]([NH:6]C(OC(C)(C)C)=O)=[CH:4][CH:3]=1.[Cl:16][C:17]1[CH:25]=[CH:24][CH:23]=[C:22]([F:26])[C:18]=1[C:19](Cl)=[O:20]>>[NH2:6][C:5]1[CH:4]=[CH:3][C:2]([Cl:1])=[CH:15][C:14]=1[C:19]([C:18]1[C:22]([F:26])=[CH:23][CH:24]=[CH:25][C:17]=1[Cl:16])=[O:20]

Participants

3

Reactant 2

HCID 546372tert-butyl N-(4-chlorophenyl)carbamateHCID 27365472-Chloro-6-fluorobenzoyl chloride

Product 1

HCID 67505353(2-Amino-5-chloro-phenyl)-(2-chloro-6-fluoro-phenyl)-methanoneYield 42%

Procedure

In a manner similar to that described above for compound 1aa, 4-Chloro-N-Boc-aniline and 2-chloro-6-fluoro-benzoyl chloride were converted to 1ab (42% yield) MS m/z=284 (M+H).

Sources & evidence

ORD record
ord-d25e6dcecf4342d29476108ff3b63072
Source dataset
uspto-grants-2015_08
Patent number
US09102678B2

Linked notes

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