Ammonium Chloride → 1-(2-Aminopyrimidin-4-yl)ethanol
Reaction equation
[NH2:1][C:2]1[N:7]=[C:6]([C:8](=[O:10])[CH3:9])[CH:5]=[CH:4][N:3]=1.[BH4-].[Na+].[Cl-].[NH4+]>CO>[NH2:1][C:2]1[N:7]=[C:6]([CH:8]([OH:10])[CH3:9])[CH:5]=[CH:4][N:3]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 0 °C
Procedure
1-(2-aminopyrimidin-4-yl)ethanone (Compound 3a) (0.5 g) was dissolved in 50 mL methanol and cooled to 0° C. Sodium borohydride (0.138 g) was added portion wise and the mixture was stirred for 16 hours at room temperature. Saturated ammonium chloride solution (20 mL) was added and this mixture was extracted twice with ethyl acetate. The combined organic layers were washed with brine, dried over sodium sulfate and evaporated to give the title compound (270 mg) as a colourless oil that solidified on standing.
Workup
- extractionthis mixture was extracted twice with ethyl acetate
- washThe combined organic layers were washed with brine
- dry with materialdried over sodium sulfate
- customevaporated
Sources & evidence
- ORD record
- ord-d4e5eedf93cc4a08aed9cd57ee5105c9
- Source dataset
- uspto-grants-2015_02
- Patent number
- US08952001B2
Reaction notes
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