Hydrochloric Acid → (2S)-2-amino-3-(2-methoxypyridin-4-yl)propan-1-ol

HRID 339956Notes

Reaction equation

HRID 339956 reaction equation
[OH:1][CH2:2][C@@H:3]([NH:13]C(=O)OC(C)(C)C)[CH2:4][C:5]1[CH:10]=[CH:9][N:8]=[C:7]([O:11][CH3:12])[CH:6]=1.CO.Cl>O1CCOCC1>[NH2:13][C@@H:3]([CH2:4][C:5]1[CH:10]=[CH:9][N:8]=[C:7]([O:11][CH3:12])[CH:6]=1)[CH2:2][OH:1]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 887MethanolHCID 86681450tert-butyl {(1S)-2-hydroxy-1-[(2-methoxypyridin-4-yl)methyl]ethyl}carbamate

Product 1

HCID 86681451(2S)-2-amino-3-(2-methoxypyridin-4-yl)propan-1-ol

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To a vial was added tert-butyl {(1S)-2-hydroxy-1-[(2-methoxypyridin-4-yl)methyl]ethyl}carbamate (0.50 g, 1.8 mmol) and methanol (2.0 mL) and 4.0 M hydrogen chloride in dioxane (5.0 mL, 20. mmol). The reaction was stirred at room temperature overnight. Direct evaporation under reduced pressure afforded the final compound. LC-MS found: 183.0 (M+H)+.

Workup

  1. customDirect evaporation under reduced pressure

Sources & evidence

ORD record
ord-bf2fac308f5e43a48dd05446ff79197b
Source dataset
uspto-grants-2014_11
Patent number
US08895571B2

Reaction notes

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