تفاعل #806390

معادلة التفاعل

3-dimethylamino-2-[(4-methoxy-benzo[a]phenazine-11-carbonyl)-amino]-propionic acid methyl ester

lithium borohydride

lithium borohydride

→

desired title compound

4-Methoxy-benzo[a]phenazine-11-carboxylic acid (2-dimethylamino-1-hydroxymethyl-ethyl)-amide

المذيبات

tetrahydrofuran

isopropanol

ظروف التفاعل

المعالجة

1. 1
   workup.STIRRINGthe mixture stirred for another 18 hours
2. 2
   أخرىThe reaction was quenched with ammonium chloride solution
3. 3
   استخلاصextracted with ethyl acetate
4. 4
   تجفيفdried (MgSO4)
5. 5
   أخرىthe solvent removed in vacuo
6. 6
   أخرىto yield a brown gum
7. 7
   أخرىPurification

الإجراء التجريبي

A mixture of 3-dimethylamino-2-[(4-methoxy-benzo[a]phenazine-11-carbonyl)-amino]-propionic acid methyl ester (335 mg) and lithium borohydride (72 mg) in tetrahydrofuran (10 mL) and isopropanol (10 mL) was stirred at room temperature for 18 hours. Another 5 equivalents of lithium borohydride were added and the mixture stirred for another 18 hours. The reaction was quenched with ammonium chloride solution and extracted with ethyl acetate, dried (MgSO4) and the solvent removed in vacuo to yield a brown gum. Purification using flash chromatography and trituration with ether yielded the desired title compound as an orange powder.

المصدر