Hydrochloric Acid → 3-(6-Amino-pyridin-3-yl)-2-mercaptomethyl-butyric acid

HRID 1789857Notes

Reaction equation

HRID 1789857 reaction equation
Cl.C([O:4][C:5](=[O:21])[CH:6]([CH2:16][S:17]C(=O)C)[CH:7]([C:9]1[CH:10]=[N:11][C:12]([NH2:15])=[CH:13][CH:14]=1)[CH3:8])C>>[NH2:15][C:12]1[N:11]=[CH:10][C:9]([CH:7]([CH3:8])[CH:6]([CH2:16][SH:17])[C:5]([OH:21])=[O:4])=[CH:14][CH:13]=1

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 867601182-Acetylsulfanylmethyl-3-(6-amino-pyridin-3-yl)-butyric acid ethyl ester

Product 1

HCID 98159743-(6-Amino-pyridin-3-yl)-2-mercaptomethyl-butyric acidYield 106.5%

Procedure

Conc. hydrochloric acid (4 mL) was added to 2-acetylsulfanylmethyl-3-(6amino-pyridin-3-yl)-butyric acid ethyl ester (104 mg, 0.253 mmol) under argon. The reaction was heated to reflux for 5 h and then concentrated under reduced pressure to give a diastereomeric mixture of the title compound (61 mg, 92%) as the hydrochloride salt.

Workup

  1. temperatureThe reaction was heated
  2. temperatureto reflux for 5 h
  3. concentrationconcentrated under reduced pressure
  4. customto give

Sources & evidence

ORD record
ord-508daf97ba984034880e115a2676fc9f
Source dataset
uspto-grants-2006_07
Patent number
US07071175B1

Reaction notes

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