تفاعل #62932

معادلة التفاعل

(±) trans-(5,6,6a,7,8,9,10,10a-octahydropyrido[2,3-h]quinazolin-2-yl)-carbamic acid, phenylmethyl ester

(±) trans-(5,6,6a,7,8,9,10,10a-Octahydropyrido[2,3-h]quinazolin-2-yl)-carbamic acid, phenylmethyl ester

potassium carbonate

1-iodopropane

→

ammonium hydroxide

title compound

المردود 144.2%

(±) trans-(5,6,6a,7,8,9,10,10a-Octahydro-7-propylpyrido[2,3-h]quinazolin-2-yl)-carbamic acid, phenylmethyl ester

المردود 144.2%

المذيبات

acetonitrile

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةis refluxed, under nitrogen, for 24 hours
2. 2
   درجة الحرارةThe suspension is cooled
3. 3
   ترشيحfiltered through a pad of Celite
4. 4
   تركيزconcentrated
5. 5
   أخرىpartitioned between brine and chloroform
6. 6
   استخلاصThe chloroform extract
7. 7
   أخرىis separated
8. 8
   تجفيفdried over magnesium sulfate
9. 9
   ترشيحfiltered
10. 10
    تركيزconcentrated to a viscous brown oil

الإجراء التجريبي

A mixture of 1.74 g (5.14 mmol) of (±) trans-(5,6,6a,7,8,9,10,10a-octahydropyrido[2,3-h]quinazolin-2-yl)-carbamic acid, phenylmethyl ester, (Example 20), 3.6 g (26.05 mmol) of finely ground potassium carbonate and 2.5 ml (25.63 mmol) of 1-iodopropane in 250 ml acetonitrile is refluxed, under nitrogen, for 24 hours. The suspension is cooled, filtered through a pad of Celite, concentrated and partitioned between brine and chloroform. The chloroform extract is separated, dried over magnesium sulfate, filtered and concentrated to a viscous brown oil. Medium pressure chromatography (silica gel, 2% ammonium hydroxide-98% ethyl acetate) afforded 1.41 g (72%) of the title compound as a white solid; mp 174°-177° C.

المصدر