Triethylamine → (S)-4-(2-chloro-6-(cyclopropylmethyl)-6,7-dihydro-5H-pyrrolo[3,4-d]pyrimidin-4-yl)-3-methylmorpholine

온도

20 °C

To a stirring solution of (S)-4-(2-chloro-6,7-dihydro-5H-pyrrolo[3,4-d]pyrimidin-4-yl)-3-methylmorpholine hydrochloride (intermediate 6) (870 mg, 3.01 mmol) in dichloroethane, was added cyclopropanecarboxaldehyde (450 uL, 6.02 mmol) and Et3N (840 uL, 6.02 mmol). The reaction mixture was stirred at room temperature (20° C.) for 45 minutes, before adding sodium triacetoxy borohydride (1.28 g, 6.02 mmol). The reaction mixture was then stirred for a further 2 h at room temperature (20° C.) before partitioning between saturated NaHCO3 solution and DCM. The organic layer was recovered, dried over MgSO4, filtered and the solvent removed in vacuo, affording the title compound as a colourless oil (882 mg, 92% yield).

1. stirringThe reaction mixture was then stirred for a further 2 h at room temperature (20° C.)
2. custombefore partitioning between saturated NaHCO3 solution and DCM
3. customThe organic layer was recovered
4. dry with materialdried over MgSO4
5. filtrationfiltered
6. customthe solvent removed in vacuo

ORD 기록

ord-d76bff86ecf84485b2a420daac7030bd

출처 데이터셋

uspto-grants-2014_07

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US08785457B2