Trifluoroacetic acid → 2-Acetylsulfanylmethyl-3-(2-amino-pyridin-4-yl)-propionic acid ethyl ester

HRID 1789800Notes

Reaction equation

HRID 1789800 reaction equation
C(O)(C(F)(F)F)=O.[CH2:8]([O:10][C:11](=[O:33])[CH:12]([CH2:28][S:29][C:30](=[O:32])[CH3:31])[CH2:13][C:14]1[CH:19]=[CH:18][N:17]=[C:16]([NH:20]C(OC(C)(C)C)=O)[CH:15]=1)[CH3:9]>C(Cl)Cl>[CH2:8]([O:10][C:11](=[O:33])[CH:12]([CH2:28][S:29][C:30](=[O:32])[CH3:31])[CH2:13][C:14]1[CH:19]=[CH:18][N:17]=[C:16]([NH2:20])[CH:15]=1)[CH3:9]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 867601162-Acetylsulfanylmethyl-3-(2-tert-butoxycarbonylamino-pyridin-4-yl)-propionic acid ethyl ester

Product 1

HCID 541499282-Acetylsulfanylmethyl-3-(2-amino-pyridin-4-yl)-propionic acid ethyl esterYield 141.7%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

TFA (0.5 mL) was added to a solution of 2-acetylsulfanylmethyl-3-(2-tert-butoxycarbonylamino-pyridin4-yl)-propionic acid ethyl ester (50 mg, 0.13 mmol) in methylene chloride under argon. The solution was stirred for 60 min and concentrated under reduced pressure to give crude 2-acetylsulfanylmethyl-3-(2-amino-pyridin-4-yl)-propionic acid ethyl ester (52 mg, 100%).

Workup

  1. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-6e298fbb1394474fb21851f588a962f4
Source dataset
uspto-grants-2006_07
Patent number
US07071175B1

Reaction notes

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