Trifluoroacetic acid → [3-(Pyridin-2-ylamino)propoxycarbonylamino]acetic acid

HRID 720817Notes

Reaction equation

HRID 720817 reaction equation
FC(F)(F)C(O)=O.[N:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[NH:14][CH2:15][CH2:16][CH2:17][O:18][C:19]([NH:21][CH2:22][C:23]([O:25]C(C)(C)C)=[O:24])=[O:20]>ClCCl>[N:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[NH:14][CH2:15][CH2:16][CH2:17][O:18][C:19]([NH:21][CH2:22][C:23]([OH:25])=[O:24])=[O:20]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 86591596HCID 86591596, compound

Product 1

HCID 21895297[3-(Pyridin-2-ylamino)propoxycarbonylamino]acetic acid

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

1 ml of trifluoroacetic acid is added to a solution of 0.6 g of tert-butyl [3-(pyridin-2-ylamino)propoxycarbonylamino]acetate in 10 ml of dichloromethane. After the mixture has been stirred at room temperature for 1 hour, the solvent is distilled off, and the product is co-distilled with toluene, giving the free acid [3-(pyridin-2-ylamino)propoxycarbonylamino]acetic acid.

Workup

  1. distillationthe solvent is distilled off

Sources & evidence

ORD record
ord-789ec9652c0d43abba165be64c5d5b2f
Source dataset
uspto-grants-2006_11
Patent number
US07135587B2

Reaction notes

Loading…