Water → (2-Isopropylsulfanyl-pyrimidin-4-yl)-methanol
Reaction equation
C([O:3][C:4]([C:6]1[CH:11]=[CH:10][N:9]=[C:8]([S:12][CH:13]([CH3:15])[CH3:14])[N:7]=1)=O)C.[BH4-].[Na+].O>CO>[CH:13]([S:12][C:8]1[N:7]=[C:6]([CH2:4][OH:3])[CH:11]=[CH:10][N:9]=1)([CH3:15])[CH3:14]Participants
5
Procedure
After 2-isopropylsulfanyl-pyrimidine-4-carboxylic acid ethyl ester (0.1 g, 0.44 mmol) obtained in Step B was dissolved in MeOH (4 mL), NaBH4(0.033 g, 0.9 mmol) was added to the solution, and the mixture was stirred at room temperature for 2 hours. After the termination of the reaction, the reactant was added with water, and then extracted with EtOAc. The separated organic layer was dried with MgSO4 and separated by column chromatography to obtain the title compound (0.063 g, 77%).
Workup
- customAfter the termination of the reaction
- extractionextracted with EtOAc
- dry with materialThe separated organic layer was dried with MgSO4
- customseparated by column chromatography
Sources & evidence
- ORD record
- ord-b31d92927b9e4c29b9f49751a7272251
- Source dataset
- uspto-grants-2016_09
- Patent number
- US09447044B2
Reaction notes
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