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

HRID 1789864Notes

Reaction equation

HRID 1789864 reaction equation
Cl.C([O:4][C:5](=[O:28])[CH:6]([CH2:23][S:24]C(=O)C)[CH2:7][C:8]1[C:9]([CH3:22])=[N:10][C:11]([NH:14]C(OC(C)(C)C)=O)=[CH:12][CH:13]=1)C>>[NH2:14][C:11]1[N:10]=[C:9]([CH3:22])[C:8]([CH2:7][CH:6]([CH2:23][SH:24])[C:5]([OH:28])=[O:4])=[CH:13][CH:12]=1

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 543213072-Acetylsulfanylmethyl-3-(6-tert-butoxycarbonylamino-2-methyl-pyridin-3-yl)-propionic acid ethyl ester

Product 1

HCID 98159753-(6-Amino-2-methyl-pyridin-3-yl)-2-mercaptomethyl-propionic acidYield 90.7%

Procedure

Conc. hydrochloric acid (2 mL) was added to 2-acetylsulfanylmethyl-3-(6-tert-butoxycarbonylamino-2-methyl-pyridin-3-yl)-propionic acid ethyl ester (77 mg, 0.19 mmol) under argon. The reaction was heated to reflux for 110 min and was then concentrated under reduced pressure to give the title compound (39 mg, 76%) as the hydrochloride salt.

Workup

  1. temperatureThe reaction was heated
  2. temperatureto reflux for 110 min
  3. concentrationwas then concentrated under reduced pressure

Sources & evidence

ORD record
ord-7f2064fa514840978f43fd93a89abf39
Source dataset
uspto-grants-2006_07
Patent number
US07071175B1

Reaction notes

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