4-Methylmorpholine → (2-(Trifluoromethyl)pyrimidin-5-yl)methanol

To 0.2 g of 2-trifluoromethyl-pyrimidine-5-carboxylic acid 2 mL of diethyl ether were added, and the solution was cooled in ice-water bath to 0° C. Then 0.126 mL of N-methylmorpholine were added, followed by 0.135 mL of isobutyl-chloroformate. The reaction was left stirring for one hour at room temperature. The yellow solid formed was filtered and washed with diethyl ether. To the filtrate, 0.115 g (3.12 mmol) of sodium borohydride was then added at 0° C. and left stirring at that temperature for one hour. 5 mL of a saturated aqueous solution of sodium and potassium tartrate were then added and the mixture was extracted twice with ethyl acetate, dried with magnesium sulphate, filtered and concentrated to afford 0.09 g of (2-Trifluoromethyl-pyrimidin-5-yl)-methanol as an oil, which was used without further purification.

1. waitThe reaction was left
2. customThe yellow solid formed
3. filtrationwas filtered
4. washwashed with diethyl ether
5. waitleft
6. stirringstirring at that temperature for one hour
7. extractionthe mixture was extracted twice with ethyl acetate
8. dry with materialdried with magnesium sulphate
9. filtrationfiltered
10. concentrationconcentrated

ORD record

ord-f37670c32e23445bb9369b7caa9d8076

Source dataset

uspto-grants-2011_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07919628B2