反応 #609294

反応方程式

5-(5-(6-aminopyridin-2-yl)-2-chlorobenzamido)-1-phenyl-1H-pyrazole-3-carboxylic acid ethyl ester

pivaloyl chloride

→

title compound

収率 92.0%

Ethyl 5-(2-chloro-5-(6-pivalamidopyridin-2-yl)benzamido)-1-phenyl-1H-pyrazole-3-carboxylate

収率 92.0%

溶媒

pyridine

反応条件

後処理

1. 1
   workup.STIRRINGThe reaction was stirred for 90 minutes
2. 2
   濃縮before concentrating in vacuo to low volume
3. 3
   その他The solution was partitioned between EtOAc (250 mL) and water (100 mL)
4. 4
   その他The organic layer was separated
5. 5
   洗浄washed with brine (10 mL)
6. 6
   乾燥dried over magnesium sulphate
7. 7
   濃縮concentrated in vacuo
8. 8
   その他The residue was purified
9. 9
   洗浄eluting with 50% EtOAc in heptanes

実験手順

To a solution of 5-(5-(6-aminopyridin-2-yl)-2-chlorobenzamido)-1-phenyl-1H-pyrazole-3-carboxylic acid ethyl ester (Preparation 2, 4.61 g, 10 mmol) in anhydrous pyridine (50 mL) was added pivaloyl chloride (1.32 g, 11 mmol) over 10 minutes with stirring at room temperature. The reaction was stirred for 90 minutes before concentrating in vacuo to low volume. The solution was partitioned between EtOAc (250 mL) and water (100 mL). The organic layer was separated, washed with brine (10 mL), dried over magnesium sulphate and concentrated in vacuo. The residue was purified using silica gel column chromatography eluting with 50% EtOAc in heptanes to afford the title compound (5 g, 92%).

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