Methyl iodide → 2-Chloro-7,7-difluoro-5-methyl-9-(2-thiophen-2-yl-ethyl)-5,7,8,9-tetrahydro-pyrimido[4,5-b][1,4]diazepin-6-one

To a solution of 0.51 g (0.0015 mole) of 2-chloro-7,7-difluoro-9-(2-thiophen-2-yl-ethyl)-5,7,8,9-tetrahydro-pyrimido[4,5-b][1,4]diazepin-6-one (VI-269) in 12 mL of dimethylformamide was added 0.58 g (0.0023 mole) of cesium carbonate, followed by 0.28 mL (0.0045 mole) of iodomethane. After stirring four hours, the mixture filtered and then concentrated under reduced pressure. Ice water and dichloromethane were added. The mixture was extracted with dichloromethane twice. The combined organic layers were washed three times with sodium carbonate, three times with brine, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure to give 0.55 g of 2-chloro-7,7-difluoro-5-methyl-9-(2-thiophen-2-yl-ethyl)-5,7,8,9-tetrahydro-pyrimido[4,5-b][1,4]diazepin-6-one (VII-269) as a sticky solid.

1. filtrationthe mixture filtered
2. concentrationconcentrated under reduced pressure
3. additionIce water and dichloromethane were added
4. extractionThe mixture was extracted with dichloromethane twice
5. washThe combined organic layers were washed three times with sodium carbonate, three times with brine
6. dry with materialdried over anhydrous sodium sulfate
7. filtrationfiltered
8. concentrationconcentrated under reduced pressure

ORDレコード

ord-94c59bf6421d4ce8978f013aa3daba56

出典データセット

uspto-grants-2011_08

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US08003785B2