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-93b156c8940c4e84aa1f2ce0b2adbd42

Source dataset

uspto-grants-2012_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08283479B2