تفاعل #88086

معادلة التفاعل

4-iodo-1-isopropyl-1H-indazole-6-carboxylic acid methyl ester

5-methyl-pyridinyl zinc bromide

→

1-isopropyl-4-(5-methyl-pyridin-2-yl)-1H-indazole-6-carboxylic acid methyl ester

المردود 50.0%

المذيبات

THF

THF

ظروف التفاعل

المعالجة

1. 1
   أخرىquenched by addition of saturated aqueous NH4Cl solution
2. 2
   أخرىThe mixture was partitioned between water and ethyl acetate
3. 3
   أخرىthe organic layer was separated
4. 4
   تجفيفdried over MgSO4
5. 5
   ترشيحfiltered
6. 6
   تركيزconcentrated under reduced pressure
7. 7
   أخرىPurification by column chromatography

الإجراء التجريبي

To a solution of 4-iodo-1-isopropyl-1H-indazole-6-carboxylic acid methyl ester (1.13 g, 3.28 mmol) in THF (30 mL) was added Pd(PPh3)4 (0.2 g, 0.164 mmol), followed by 5-methyl-pyridinyl zinc bromide ((19.7 mL of 0.5M solution in THF, 9.86 mmol). The reaction mixture was stirred overnight at room temperature, then quenched by addition of saturated aqueous NH4Cl solution. The mixture was partitioned between water and ethyl acetate, and the organic layer was separated, dried over MgSO4, filtered and concentrated under reduced pressure. Purification by column chromatography gave 0.5 g (50%) of 1-isopropyl-4-(5-methyl-pyridin-2-yl)-1H-indazole-6-carboxylic acid methyl ester.

المصدر