Diisopropylethylamine → (R)-5-Chloro-2-(4-(1-(6-(trifluoromethyl)pyridin-3-yl)ethylamino)-7,8-dihydropyrido[4,3-d]pyrimidin-6(5H)-yl)benzonitrile

A mixture of (R)—N-(1-(6-(trifluoromethyl)pyridin-3-yl)ethyl)-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidin-4-amine (500 mg, 1.55 mmol), 5-chloro-2-fluorobenzonitrile (360 mg, 2.3 mmol), N,N-diisopropylethylamine (540 mL, 3.1 mmol), and acetonitrile (3.0 mL) was subjected to microwave irradiation at 180° C. for 2 h. Then more 5-chloro-2-fluorobenzonitrile (360 mg) was added and the mixture was subjected to microwave irradiation at 180° C. for another 2 h. After that an additional 5-chloro-2-fluorobenzonitrile (360 mg) was added and the mixture was subjected to microwave irradiation at 180° C. for an additional 2 h. After cooling the mixture was concentrated in vacuo and the residue was purified by silica gel column (0-100% EtOAc/hexane) and the obtained solid was washed with ether to yield an off-white solid (370 mg, 51%).

1. customirradiation at 180° C. for 2 h
2. customirradiation at 180° C. for another 2 h
3. customirradiation at 180° C. for an additional 2 h
4. temperatureAfter cooling the mixture
5. concentrationwas concentrated in vacuo
6. customthe residue was purified by silica gel column (0-100% EtOAc/hexane)
7. washthe obtained solid was washed with ether

ORDレコード

ord-3b90efde46f447f69dfaeefef1431ae1

出典データセット

uspto-grants-2011_12

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US08076345B2