Реакция #1559800

Уравнение реакции

N-(4-((2-(1-(2-((tert-butyldimethylsilyl)oxy)ethyl)-1H-pyrazol-4-yl)pyridin-4-yl)oxy)-2,5-difluorophenyl)-1-(4-fluorophenyl)-2-oxo-1,2-dihydropyridine-3-carboxamide

MeOH

HCl

→

N-(2,5-difluoro-4-((2-(1-(2-hydroxyethyl)-1H-pyrazol-4-yl)pyridin-4-yl)oxy)phenyl)-1-(4-fluorophenyl)-2-oxo-1,2-dihydropyridine-3-carboxamide hydrochloride

Выход 89.0%

Условия реакции

Обработка

1. 1
   ФильтрацияThe solids were collected via filtration
2. 2
   Промывкаrinsed with a small amount of MeOH
3. 3
   Другоеdried under high vacuum at 80° C.

Методика

A solution of N-(4-((2-(1-(2-((tert-butyldimethylsilyl)oxy)ethyl)-1H-pyrazol-4-yl)pyridin-4-yl)oxy)-2,5-difluorophenyl)-1-(4-fluorophenyl)-2-oxo-1,2-dihydropyridine-3-carboxamide (0.121 g, 0.183 mmol) in 1.0M HCl in MeOH (2.75 mL, 2.75 mmol) was stirred at RT for 1 h. The solids were collected via filtration, rinsed with a small amount of MeOH and dried under high vacuum at 80° C. to afford N-(2,5-difluoro-4-((2-(1-(2-hydroxyethyl)-1H-pyrazol-4-yl)pyridin-4-yl)oxy)phenyl)-1-(4-fluorophenyl)-2-oxo-1,2-dihydropyridine-3-carboxamide hydrochloride (95 mg, 89%) as a white solid. 1H NMR (400 MHz, DMSO-d6): δ 12.45 (s, 1H); 8.54-8.58 (m, 4H); 8.30 (s, 1H); 8.12 (dd, J=6.6, 2.2 Hz, 1H); 7.63-7.72 (m, 2H); 7.54-7.56 (m, 2H); 7.37 (m, 2H); 7.13 (s, 1H); 6.71 (m, 1H); 4.15 (t, J=5.3 Hz, 2H); 3.70 (t, J=5.4 Hz, 2H); MS (ESI) m/z: 548.2 (M+H+).

Источник