반응 #612873
ord-9ec58565686f4eb5a1774a9084c83dc6
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반응물
시약
반응 조건
후처리
- 1여과The mixture was filtered
- 2기타the solvent was evaporated off under reduced pressure
- 3기타to give a residue which
- 4추출extracted with DCM
- 5건조The combined extracts were dried over Na2SO4
- 6기타the solvent was evaporated off under reduced pressure
- 7기타to give a residue which
- 8workup.STIRRINGstirred for 4 h at RT
- 9기타The solvent was evaporated off under reduced pressure
- 10기타the residue was purified by SFC (Column 4-EP, from 17% to 22% in 6 min)
실험 절차
(R)-tert-butyl 3-(trifluoromethyl)pyrrolidin-3-ylcarbamate (92 mg, 0.362 mmol) and DIPEA (0.075 mL, 0.428 mmol) were added to a solution of 6-chloro-5-(1-(tetrahydro-2H-pyran-2-yl)-1H-pyrazol-5-yl)-N-(4-(trifluoromethoxy)phenyl)nicotinamide (Stage 32.1, 100 mg, 0.214 mmol) in iPrOH (1.5 mL) and the RM was stirred at 130° C. overnight. The mixture was filtered and the solvent was evaporated off under reduced pressure to give a residue which was treated with 2 N aqueous citric acid and extracted with DCM. The combined extracts were dried over Na2SO4 and the solvent was evaporated off under reduced pressure to give a residue which was treated with TFA (3 mL) in DCM (2 mL) and stirred for 4 h at RT. The solvent was evaporated off under reduced pressure and the residue was purified by SFC (Column 4-EP, from 17% to 22% in 6 min) and lyophilized in water/MeCN (min. vol.) to give the title compound as a beige powder. UPLC-MS (Condition 3) tR=1.03 min, m/z=501.1 [M+H]+, m/z=499.2 [M−H]−; 1H NMR (600 MHz, DMSO-d6) δ ppm 1.73-1.84 (m, 1H) 1.94-2.07 (m, 1H) 2.26 (br. s, 2H) 2.95-3.15 (m, 1H) 3.29-3.42 (m, 1H) 3.47-3.60 (m, 2H) 6.43 (br. s, 1H) 7.34 (d, J=8.47 Hz, 2H) 7.80-7.91 (m, 3H) 8.08 (s, 1H) 8.75 (br. s, 1H) 10.24 (s, 1H) 12.98 (br. s, 1H).