Methyl iodide → HCID 13140128, compound

(S)-2-amino-4-methylpentan-1-ol (0.276 ml, 2.133 mmol) was added to a stirred, ice-bath cooled suspension of KH (267 mg, 2.327 mmol) in THF (10 ml) under nitrogen. The resulting mixture was allowed to warm to room temperature and stirred for ˜10 minutes and then treated with MeI (0.121 ml, 1.939 mmol). After stirring for 30 minutes the reaction mixture was quenched by addition of saturated NH4Cl(aq) (˜20 ml) and extracted with EtOAc (25 ml×2). The combined organic phases were dried over MgSO4, filtered under vacuum and the filtrate was evaporated to afford an orange oil. The oil was purified by chromatography on silica eluting with 10% (2M NH3 in MeOH)/DCM to afford the title compound which was used without further purification.

1. temperaturecooled
2. stirringAfter stirring for 30 minutes the reaction mixture
3. customwas quenched by addition of saturated NH4Cl(aq) (˜20 ml)
4. extractionextracted with EtOAc (25 ml×2)
5. dry with materialThe combined organic phases were dried over MgSO4
6. filtrationfiltered under vacuum
7. customthe filtrate was evaporated
8. customto afford an orange oil
9. customThe oil was purified by chromatography on silica eluting with 10% (2M NH3 in MeOH)/DCM

ORD record

ord-7a9dc5cabbb541b0ae000256327f289c

Source dataset

uspto-grants-2012_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08288588B2