Trifluoroacetic acid → 2-[3-Chloro-5-(trifluoromethyl)-2-pyridinyl]-1-butanamine hydrochloride

HRID 227647Notes

Reaction equation

HRID 227647 reaction equation
[Cl:1][C:2]1[C:3]([CH:12]([CH2:22][CH3:23])[CH2:13][NH:14]C(=O)OC(C)(C)C)=[N:4][CH:5]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:7]=1.FC(F)(F)C(O)=O>ClCCl>[ClH:1].[Cl:1][C:2]1[C:3]([CH:12]([CH2:22][CH3:23])[CH2:13][NH2:14])=[N:4][CH:5]=[C:6]([C:8]([F:11])([F:9])[F:10])[CH:7]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 23078240Tert-butyl 2-[3-chloro-5-(trifluoromethyl)-2-pyridinyl]butylcarbamate

Product 1

HCID 667981942-[3-Chloro-5-(trifluoromethyl)-2-pyridinyl]-1-butanamine hydrochloride

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

146 g of tert-butyl 2-[3-chloro-5-(trifluoromethyl)-2-pyridinyl]butylcarbamate (0.414 mol) are dissolved in 2 L of dichloromethane. 190 mL of trifluoroacetic acid are added dropwise. The reaction mixture is stirred at room temperature for twelve hours, concentrated to dryness and diluted in 300 mL of hydrochloric acid 2M.

Workup

  1. concentrationconcentrated to dryness
  2. additiondiluted in 300 mL of hydrochloric acid 2M

Sources & evidence

ORD record
ord-3548bb67a1ab44eba1554173d5eaeccd
Source dataset
uspto-grants-2009_07
Patent number
US07560567B2

Reaction notes

Loading…