O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate → N-(2,4-Dichloro-3-amino-benzyl)-1-trifluoromethyl-cyclopropane carboxamide

HRID 410084Notes

Reaction equation

HRID 410084 reaction equation
[NH2:1][C:2]1[C:3]([Cl:11])=[C:4]([CH:7]=[CH:8][C:9]=1[Cl:10])[CH2:5][NH2:6].[F:12][C:13]([F:21])([F:20])[C:14]1([C:17](O)=[O:18])[CH2:16][CH2:15]1.CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.[B-](F)(F)(F)F>CN(C=O)C>[Cl:11][C:3]1[C:2]([NH2:1])=[C:9]([Cl:10])[CH:8]=[CH:7][C:4]=1[CH2:5][NH:6][C:17]([C:14]1([C:13]([F:21])([F:20])[F:12])[CH2:16][CH2:15]1)=[O:18]

Participants

5

Reactant 3

HCID 2733207O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 27783061-(Trifluoromethyl)cyclopropane-1-carboxylic acidHCID 568399683-(Aminomethyl)-2,6-dichloroaniline

Product 1

HCID 56839976N-(2,4-Dichloro-3-amino-benzyl)-1-trifluoromethyl-cyclopropane carboxamide

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The sub-title compound is prepared from 3-amino-2,4-dichloro-benzylamine (0.310 g, 1.01 mmol), 1-trifluoromethyl-cyclopropane carboxylic acid (0.17 g, 1.1 mmol), TBTU (0.39 g, 1.2 mmol) and TEA (0.71 mL) in DMF in analogy to step 1 d.

Sources & evidence

ORD record
ord-c291c2afde4848c3a34e2c817e5dd872
Source dataset
uspto-grants-2014_06
Patent number
US08759537B2

Reaction notes

Loading…