Cyclopropanecarbonyl chloride → 2-Chloro-6-(cyclopropylcarbonyl)-5,6,7,8-tetrahydro-1,6-naphthyridine

To a room temperature stirred suspension of 2-chloro-5,6,7,8-tetrahydro-1,6-naphthyridine hydrochloride (50 mg, 0.24 mmol) in dichloromethane (2 ml) under a nitrogen atmosphere was added DIPEA (0.12 ml, 0.73 mmol) followed by cyclopropyl carbonyl chloride (24 μl, 0.27 mmol). The resulting mixture was stirred for 16 hours, diluted with dichloromethane (30 ml) and 1M aq. HCl (2 ml). The organic layer was separated and washed with saturated aqueous NaHCO3 (15 ml) and brine (15 ml), dried (MgSO4), filtered and concentrated at reduced pressure to provide the title compound (60 mg, 95%) which was used without further purification.

1. stirringThe resulting mixture was stirred for 16 hours
2. customThe organic layer was separated
3. washwashed with saturated aqueous NaHCO3 (15 ml) and brine (15 ml)
4. dry with materialdried (MgSO4)
5. filtrationfiltered
6. concentrationconcentrated at reduced pressure

ORD 기록

ord-0216f6721ccf4d0da782bd4c37e3b266

출처 데이터셋

uspto-grants-2014_04

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US08691804B2