反応 #1123996

反応方程式

H2O

4-(6-chloro-5-methyl-pyrimidin-4-yloxy)-piperidine-1-carboxylic acid isopropyl ester

2-fluoro-4-(2-morpholin-4-yl-ethyl)-phenol

K2CO3

→

4-{6-[2-Fluoro-4-(2-morpholin-4-yl-ethyl)-phenoxy]-5-methyl-pyrimidin-4-yloxy}-piperidine-1-carboxylic acid isopropyl ester

溶媒

DMF

反応条件

後処理

1. 1
   workup.ADDITIONadded
2. 2
   その他The reaction mixture was irradiated under microwave for 1 hour at 150° C
3. 3
   抽出extracted with ethyl acetate (50 mL)
4. 4
   乾燥The ethyl acetate was dried over MgSO4
5. 5
   濃縮concentrated under vacuum
6. 6
   その他purified over SiO2
7. 7
   その他to afford Compound C146 (380 mg, 90%) as a white solid

実験手順

To a solution of 4-(6-chloro-5-methyl-pyrimidin-4-yloxy)-piperidine-1-carboxylic acid isopropyl ester (270 mg, 0.84 mmol) and 2-fluoro-4-(2-morpholin-4-yl-ethyl)-phenol (225 mg, 0.84 mmol) in DMF (5 mL), was K2CO3 (137 mg, 0.84 mmol) added. The reaction mixture was irradiated under microwave for 1 hour at 150° C. The reaction was cooled to room temperature and poured into H2O (50 mL) and extracted with ethyl acetate (50 mL). The ethyl acetate was dried over MgSO4, and concentrated under vacuum and purified over SiO2 to afford Compound C146 (380 mg, 90%) as a white solid. 1H NMR (400 MHz, DMSO-d6) δ 8.06 (s, 1H), 7.09˜7.02 (m, 1H), 6.93˜6.91 (m, 2H), 5.12 (m, 1H), 4.61 (m, 1H), 3.46˜3.37 (m, 6H), 3.18˜3.13 (m, 2H), 2.61˜2.57 (m,2H), 2.38˜2.26 (m, 2H), 2.25 (b, 2H), 1.96 (s, 3H), 1.79˜1.74 (m, 2H), 1.49˜1.45 (m, 2H), 1.03 (d, 6H). LCMS 503.5 [M+1].

出典