Carbon Dioxide → [4-(2-Methoxy-ethyl)-6-methyl-2-(4-trifluoromethyl-phenyl)-pyrimidin-5-yl]-methanol

温度

-70 °C

A 1.2 M solution of DIBALH in toluene (34.6 ml, 41.5 mmol) was added dropwise to a dry-ice cooled solution of 4-(2-methoxy-ethyl)-6-methyl-2-(4-trifluoromethyl-phenyl)-pyrimidine-5-carboxylic acid methyl ester (4.9 g, 13.8 mmol) in tetrahydrofuran (50 ml). The reaction mixture was stirred for 15 min at −70° C., the dry-ice bath was removed and the reaction temperature was allowed to come to RT. The reaction mixture was stirred for 2 h at RT. Under ice-cooling 6 N aqueous HCl (10 ml) was carefully added. After 4 min ether was added, the layers were separated and the organic layer was washed with water, dried over sodium sulfate and concentrated under reduced pressure to give 4.67 g (14.3 mmol, quant.) of crystalline [4-(2-methoxy-ethyl)-6-methyl-2-(4-trifluoromethyl-phenyl)-pyrimidin-5-yl]-methanol.

1. customthe dry-ice bath was removed
2. customto come to RT
3. stirringThe reaction mixture was stirred for 2 h at RT
4. temperatureUnder ice-cooling 6 N aqueous HCl (10 ml)
5. additionwas carefully added
6. additionAfter 4 min ether was added
7. customthe layers were separated
8. washthe organic layer was washed with water
9. dry with materialdried over sodium sulfate
10. concentrationconcentrated under reduced pressure

ORDレコード

ord-f1be82090dc9466ea2abacdd59029b69

出典データセット

uspto-grants-2006_02

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US06995263B2