2,4-Dichloropyridine → 5-((2-Chloropyridin-4-yl)oxy)pyrimidin-2-amine

A solution of 2-amino-5-hydroxypyrimidine (1.00 g, 9.00 mmol) in DMA (25 mL) was treated with potassium tert-butoxide (1.24 g, 11.05 mmol). The thick mixture was stirred at RT for 1 h. To this was added a solution of 2,4-dichloropyridine (1.21 g, 8.18 mmol) in DMA (10 mL) and the reaction was stirred at RT overnight under Ar. The mixture was partitioned into EtOAc (100 mL) and water (100 mL). The organic phase was separated and the aqueous was extracted with EtOAc (100 mL). The combined EtOAc layers were washed with 5% LiCl (100 mL) and brine (100 mL) and then dried over sodium sulfate. The solvents were evaporated at reduced pressure to give 5-((2-chloropyridin-4-yl)oxy)pyrimidin-2-amine as a pale yellow solid (592 mg, 32%). MS (ESI) m/z: 223.0 (M+H+).

1. stirringthe reaction was stirred at RT overnight under Ar
2. customThe mixture was partitioned into EtOAc (100 mL) and water (100 mL)
3. customThe organic phase was separated
4. extractionthe aqueous was extracted with EtOAc (100 mL)
5. washThe combined EtOAc layers were washed with 5% LiCl (100 mL) and brine (100 mL)
6. dry with materialdried over sodium sulfate
7. customThe solvents were evaporated at reduced pressure

ORD 기록

ord-f828fcdf3d454aeb946d46615479bb2c

출처 데이터셋

uspto-grants-2016_07

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US09382228B2