反応 #679557

反応方程式

TFA

tert-butyl 4-(5-((4-(2-(1-carbamoylcyclopropyl)phenethyl)-5-(trifluoromethyl)pyrimidin-2-yl)amino)pyridin-2-yl)piperidine-1-carboxylate

→

title compound 5

収率 65.0%

1-(2-(2-(2-((6-(Piperidin-4-yl)pyridin-3-yl)amino)-5-(tri fluoromethyl)pyrimidin-4-yl)ethyl)phenyl)cyclopropanecarboxamide

収率 65.0%

溶媒

DCM

反応条件

後処理

1. 1
   その他The volatiles were removed in vacuo
2. 2
   workup.DISSOLUTIONthe residue was dissolved in DCM (˜1 mL)
3. 3
   workup.ADDITIONCyclohexane (˜5 mL) was added until a white precipitate
4. 4
   その他formed
5. 5
   その他The resulting suspension was sonicated for 10 minutes
6. 6
   その他the solid was isolated by filtration
7. 7
   その他dried

実験手順

A solution of TFA (0.386 mL, 5.04 mmol) and tert-butyl 4-(5-((4-(2-(1-carbamoylcyclopropyl)phenethyl)-5-(trifluoromethyl)pyrimidin-2-yl)amino)pyridin-2-yl)piperidine-1-carboxylate (A12) (0.077 g, 0.13 mmol) in DCM (10.0 mL) was stirred at room temperature for 3.5 h under N2. The volatiles were removed in vacuo and the residue was dissolved in DCM (˜1 mL). Cyclohexane (˜5 mL) was added until a white precipitate formed. The resulting suspension was sonicated for 10 minutes and the solid was isolated by filtration and dried to give the title compound 5 as an off-white solid (0.042 g, 65%); 1H NMR (400 MHz, d6-DMSO) δ 10.31 (s, 1H), 8.75 (d, J=2.4 Hz, 1H), 8.72 (s, 1H), 8.13 (d, J=7.3 Hz, 1H), 7.39-7.18 (m, 5H), 6.98 (s, 1H), 6.02 (s, 1H), 3.19-3.05 (m, 6H), 2.81-2.59 (m, 3H), 1.79 (d, J=11.0 Hz, 2H), 1.63 (qd, J=12.5, 3.8 Hz, 2H), 1.47-1.41 (m, 2H), 1.02-0.92 (m, 2H). LCMS-A: rt 4.445 min; m/z 511 [M+H]+.

出典