تفاعل #305640

معادلة التفاعل

N,O-dimethylhydroxyamine-HCl

3-Carboxyindazole

carbonyldiimidazole

→

N-methoxy-N-methyl-1H-indazole-3-carboxamide

المردود 81.4%

المذيبات

DMF

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةAfter cooling to rt
2. 2
   درجة الحرارةthe mixture was heated to 65° C. overnight
3. 3
   درجة الحرارةThe reaction was cooled
4. 4
   أخرىquenched with water
5. 5
   استخلاصextracted with CH2Cl2
6. 6
   غسيلwashed with water
7. 7
   أخرىThe combined organic phase was dried
8. 8
   تركيزconcentrated

الإجراء التجريبي

3-Carboxyindazole (10 g, 61.7 mmol) in DMF (100 mL) was treated with carbonyldiimidazole (11 g, 67.84 mmol) at rt with gas evolution for 15 min, after which the reaction mixture was heated up to 65° C. for 2 hours. After cooling to rt, N,O-dimethylhydroxyamine-HCl (4.14 g, 67.8 mmol) was added and the mixture was heated to 65° C. overnight. The reaction was cooled, quenched with water, extracted with CH2Cl2 and washed with water. The combined organic phase was dried and concentrated to afford N-methoxy-N-methyl-1H-indazole-3-carboxamide (10.3 g, 81.4%).

المصدر