Ammonium Chloride → N-(3-Amino-4-fluorobenzyl)-1-(trifluoromethyl)cyclopropanecarboxamide

HRID 1410224Notes

Reaction equation

HRID 1410224 reaction equation
[F:1][C:2]1[CH:18]=[CH:17][C:5]([CH2:6][NH:7][C:8]([C:10]2([C:13]([F:16])([F:15])[F:14])[CH2:12][CH2:11]2)=[O:9])=[CH:4][C:3]=1[N+:19]([O-])=O.[NH4+].[Cl-]>[Fe].CCO>[NH2:19][C:3]1[CH:4]=[C:5]([CH:17]=[CH:18][C:2]=1[F:1])[CH2:6][NH:7][C:8]([C:10]1([C:13]([F:14])([F:15])[F:16])[CH2:11][CH2:12]1)=[O:9]

Participants

5

Reactant 2

HCID 25517Ammonium ChlorideHCID 59529826N-(4-Fluoro-3-nitro-benzyl)-1-(trifluoromethyl)cyclopropanecarboxamide

Product 1

HCID 59529824N-(3-Amino-4-fluorobenzyl)-1-(trifluoromethyl)cyclopropanecarboxamide

Reagents, catalysts & solvents 2

HCID 23925IronCatalystHCID 702EthanolSolvent

Procedure

The sub-title compound was prepared in accordance with the procedure in Example 2, step (b) using N-(4-fluoro-3-nitrobenzyl)-1-(trifluoromethyl)-cyclopropanecarboxamide (3.77 g; 12.3 mmol), Fe (3.45 g; 61.6 mmol), NH4Cl (aq, sat, 30 mL) and EtOH (30 mL). Yield: 3.2 g (76%).

Sources & evidence

ORD record
ord-79791f37912146ab892ca1713f4dccef
Source dataset
uspto-grants-2014_12
Patent number
US08921405B2

Reaction notes

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