Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) → N-(4-chloro-3-fluoro-5-nitrobenzyl)-1-trifluoromethyl-cyclopropanecarboxamide

HRID 1258743Notes

Reaction equation

HRID 1258743 reaction equation
[Cl:1][C:2]1[C:9]([N+:10]([O-:12])=[O:11])=[CH:8][C:5]([CH2:6][NH2:7])=[CH:4][C:3]=1[F:13].[F:14][C:15]([F:23])([F:22])[C:16]1([C:19](O)=[O:20])[CH2:18][CH2:17]1.CN(C(ON1N=NC2C=CC=CC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F>CN(C=O)C>[Cl:1][C:2]1[C:9]([N+:10]([O-:12])=[O:11])=[CH:8][C:5]([CH2:6][NH:7][C:19]([C:16]2([C:15]([F:23])([F:22])[F:14])[CH2:18][CH2:17]2)=[O:20])=[CH:4][C:3]=1[F:13]

Participants

5

Reactant 3

HCID 2733084Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 27783061-(Trifluoromethyl)cyclopropane-1-carboxylic acidHCID 67957867(4-Chloro-3-fluoro-5-nitrophenyl)methanamine

Product 1

HCID 67959823N-(4-chloro-3-fluoro-5-nitrobenzyl)-1-trifluoromethyl-cyclopropanecarboxamide

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

The sub-title compound was prepared in analogy to the procedure in Example 94, step (c) using 4-chloro-3-fluoro-5-nitro-benzylamine (761 mg; 3.72 mmol), 1-trifluoromethyl-cyclopropanecarboxylic acid (573 mg; 3.72 mmol), HBTU (1.41 g; 3.72 mmol), TEA (753 mg; 7.44 mmol) and DMF (10 mL).

Sources & evidence

ORD record
ord-684d0f8c7c154e72b01eed261e4449da
Source dataset
uspto-grants-2013_06
Patent number
US08466186B2

Reaction notes

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