تفاعل #632698

معادلة التفاعل

N-(6-cyano-2,3,4,9-tetrahydro-1H-carbazol-3-yl]-isobutyramide

sodium hydride

2-methoxybenzylchloride

sodium

→

off-white solid

المردود 83.0%

N-[6-Cyano-9-(2-methoxy-benzyl)-2,3,4,9-tetrahydro-1H-carbazol-3-yl]-isobutyramide

المردود 83.0%

المذيبات

water

DMF

ظروف التفاعل

المعالجة

1. 1
   أخرىRemove the bath
2. 2
   أخرىthe reaction
3. 3
   ترشيحFilter the resulting precipitate
4. 4
   أخرىdry under house vacuum at 45° C. for 18 h
5. 5
   أخرىTriturate
6. 6
   أخرىsonicate the material in diethyl ether for 1.5 h
7. 7
   ترشيحfilter
8. 8
   أخرىdry

الإجراء التجريبي

Follow the procedures essentially as described in Example 104, above, using N-(6-cyano-2,3,4,9-tetrahydro-1H-carbazol-3-yl]-isobutyramide (3.38 g, 12 mmol) and treating with sodium hydride (580 mg, 14A mmol). Cool the formed sodium salt in a dry ice/acetonitrile bath and add 2-methoxybenzylchloride (1.84 mL, 13.2 mmol) in DMF (2 mL) at −35 to −30° C. Remove the bath and allow the reaction to warm to ambient temperature over 3 h with stifling. Add water (250 mL) dropwise, cooling in an ice bath while stirring for 30 min. Filter the resulting precipitate and dry under house vacuum at 45° C. for 18 h. Triturate and sonicate the material in diethyl ether for 1.5 h, filter and dry to provide 3.98 g (83%) of an off-white solid.

المصدر