반응식
CC(C)(C)OC(=O)N1C[C@@H]2C[C@H]1CN2.FC(F)(F)c1cncc(Br)c1>C1COCCO1.CC(C)(C)[O-].O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.O=C(/C=C/c1ccccc1)/C=C/c1ccccc1.[Na+].[Pd].[Pd].c1ccc(P(c2ccccc2)c2ccc3ccccc3c2-c2c(P(c3ccccc3)c3ccccc3)ccc3ccccc23)cc1>CC(C)(C)OC(=O)N1CC2CC1CN2c1cncc(C(F)(F)F)c1참가 물질
반응 조건
- 온도
- 80 °C
실험 절차
A 50 ml round bottom equipped with stir bar was charged with BINAP (225 mg, 0.36 mmol) and Tris(dibenzylideneacetone)dipalladium(0) (138 mg, 0.15 mmol) dissolved in 1,4-dioxane (7.500 mL). This was degassed and purged with nitrogen and stirred at RT for 10 mins. 3-bromo-5-(trifluoromethyl)pyridine (340 mg, 1.50 mmol) followed by tert-butyl 2,5-diazabicyclo[2.2.1]heptane-2-carboxylate (597 mg, 3.01 mmol) and sodium tert-butoxide (578 mg, 6.02 mmol) were added, and the reaction was stirred at 80 °C for 2 hrs. The crude material was loaded on a Snap KP-SIL 100g column and purified on a Biotage Isolera One instrument, eluting with 10% to 35% ethyl acetate in heptane to provide tert-butyl 5-(5-(trifluoromethyl)pyridin-3-yl)-2,5-diazabicyclo[2.2.1]heptane-2-carboxylate (425 mg, 82 %) as an oil.
출처 및 근거
- ORD 기록
- ord-a21f7feeefae4ebba3375572e56f8ed0
- 출처 데이터셋
- 750 AstraZeneca ELN dataset
- 원본 링크
- 출처 보기
연결된 노트
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