Hydrochloric Acid → ((S)-2-Amino-propionylamino)-pyridin-2-yl-acetic acid methyl ester

HRID 1040460Notes

Reaction equation

HRID 1040460 reaction equation
[CH3:1][O:2][C:3](=[O:24])[CH:4]([NH:11][C:12](=[O:23])[C@@H:13]([NH:15]C(OC(C)(C)C)=O)[CH3:14])[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][N:6]=1.Cl>O1CCOCC1>[CH3:1][O:2][C:3](=[O:24])[CH:4]([NH:11][C:12](=[O:23])[C@@H:13]([NH2:15])[CH3:14])[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][N:6]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 67390971HCID 67390971, compound

Product 1

HCID 58431125((S)-2-Amino-propionylamino)-pyridin-2-yl-acetic acid methyl esterYield 113.8%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

To a solution of ((S)-2-tert-Butoxycarbonylamino-propionylamino)-pyridin-2-yl-acetic acid methyl ester (337 mg, 1.00 mmol) in dioxane (2 mL) was added 4 N HCl in dioxane (1.00 mL, 4.00 mmol). The reaction was stirred at room temperature for 1 h. Removal of solvents in vacuo provided the title compound ((S)-2-Amino-propionylamino)-pyridin-2-yl-acetic acid methyl ester (270 mg) as a HCl salt, m/z 210.96 [M+1]+

Workup

  1. customRemoval of solvents in vacuo

Sources & evidence

ORD record
ord-576345e02bbc41e2be06fdef65f11532
Source dataset
uspto-grants-2013_10
Patent number
US08552205B2

Reaction notes

Loading…