Hydrochloric Acid → (S)-2-Amino-N-(2-hydroxy-1-pyridin-2-yl-ethyl)-propionamide

HRID 1040462Notes

Reaction equation

HRID 1040462 reaction equation
C(OC(=O)[NH:7][C@H:8]([C:10](=[O:21])[NH:11][CH:12]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][N:16]=1)[CH2:13][OH:14])[CH3:9])(C)(C)C.Cl>O1CCOCC1>[NH2:7][C@@H:8]([CH3:9])[C:10]([NH:11][CH:12]([C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][N:16]=1)[CH2:13][OH:14])=[O:21]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 67389928[(S)-1-(2-Hydroxy-1-pyridin-2-yl-ethylcarbamoyl)-ethyl]-carbamic acid tert-butyl ester

Product 1

HCID 58431172(S)-2-Amino-N-(2-hydroxy-1-pyridin-2-yl-ethyl)-propionamideYield 154.9%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

To a solution of [(S)-1-(2-Hydroxy-1-pyridin-2-yl-ethylcarbamoyl)-ethyl]-carbamic acid tert-butyl ester (556 mg, 1.79 mmol) in dioxane (1 mL) was added 4 N HCl in dioxane (2.24 m, 8.95 mmol). The reaction was stirred at room temperature for 1 h. Removal of solvents in vacuo provided the title compound (S)-2-Amino-N-(2-hydroxy-1-pyridin-2-yl-ethyl)-propionamide (580 mg) as a HCl salt. m/z 210.96 [M+1]+

Workup

  1. customRemoval of solvents in vacuo

Sources & evidence

ORD record
ord-3091de7abadf4a0c8ec563b53007aa08
Source dataset
uspto-grants-2013_10
Patent number
US08552205B2

Reaction notes

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