Ammonia → 5((2,2,2-Trifluoroacetamido)methyl)-2-chloro-4-fluorobenzamide

HRID 59360Notes

Reaction equation

HRID 59360 reaction equation
[F:1][C:2]([F:19])([F:18])[C:3]([NH:5][CH2:6][C:7]1[C:8]([F:17])=[CH:9][C:10]([Cl:16])=[C:11]([CH:15]=1)[C:12](O)=[O:13])=[O:4].C(Cl)(=O)C(Cl)=O.[NH3:26]>C1COCC1>[F:1][C:2]([F:19])([F:18])[C:3]([NH:5][CH2:6][C:7]1[C:8]([F:17])=[CH:9][C:10]([Cl:16])=[C:11]([CH:15]=1)[C:12]([NH2:26])=[O:13])=[O:4]

Participants

5

Reactant 3

HCID 222AmmoniaHCID 65578Oxalyl chlorideHCID 897366685-((2,2,2-Trifluoroacetamido)methyl)-2-chloro-4-fluorobenzoic acid

Product 1

HCID 900195175((2,2,2-Trifluoroacetamido)methyl)-2-chloro-4-fluorobenzamide

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The title compound was prepared according to the procedure described in step-2 of Intermediate-26 by using 5-((2,2,2-trifluoroacetamido)methyl)-2-chloro-4-fluorobenzoic acid (1.0 g), oxalyl chloride (1.0 mL), THF (50 mL) and ammonia gas to afford 0.800 g of the desired product. 1H NMR (400 MHz, DMSO d6): δ 4.53 (m, 2H), 7.43 (m, 1H) 7.44 (m, 2H), 7.48 (m, 1H), 10.0 (br s, 1H)); MS (m/z): 297.10 (M−H)−.

Workup

  1. customThe title compound was prepared

Sources & evidence

ORD record
ord-4d6561c410114ef5a3525abf089e6be1
Source dataset
uspto-grants-2016_09
Patent number
US09439890B2

Reaction notes

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