تفاعل #2961

ord-a50aa20c2f95459b844fc6848f1ecb10

معادلة التفاعل

CCN1CC[C@]2(c3cccc(OC)c3)CCC(=O)C[C@H]2C1.Cl
(±)-trans-2-ethyl-4a-(3-methoxyphenyl)-7-oxo-1,2,3,4,4a,5,6,7,8,8a-decahydroisoquinoline hydrochloride
CCN(CC)C(=O)C(=NNc1ccccc1)C(C)=O
N,N-diethyl-2-phenylhydrazono-3-oxobutyramide
CC(=O)[O][Na]
CH3COONa
CCN(CC)C(=O)c1[nH]c2c(c1C)C[C@@]1(c3cccc(OC)c3)CCN(C)C[C@@H]1C2
title compound
المردود 16.8%
CCN(CC)C(=O)c1[nH]c2c(c1C)C[C@@]1(c3cccc(OC)c3)CCN(C)C[C@@H]1C2
(±)-trans-2-Diethylaminocarbonyl-3,7-dimethyl-4a-(3-methoxyphenyl) -4,4a,5,6,7,8,8a,9-octahydro-1H-pyrrolo[3,2-g]isoquinoline
المردود 16.8%

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىThe residue was purified by flash chromatography (CH2Cl2 /MeOH/conc. NH4 OH 86: 10:0.6; Rf=0.27)

الإجراء التجريبي

0.9 g (2.9 mmol) of (±)-trans-2-ethyl-4a-(3-methoxyphenyl)-7-oxo-1,2,3,4,4a,5,6,7,8,8a-decahydroisoquinoline hydrochloride (J. Med. Chem., 35, 48, 1992), 0.9 g (3.5 mmol) of N,N-diethyl-2-phenylhydrazono-3-oxobutyramide, 0.28 g (3.5 mmol) of CH3COONa, 0.87 g (13.3 mmol) of zinc dust and 5 ml of glacial acetic acid were treated as described in example 1. The residue was purified by flash chromatography (CH2Cl2 /MeOH/conc. NH4 OH 86: 10:0.6; Rf=0.27), to yield 0.2 g of the title compound.M.p.=153°-155° C. dec.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US05731322uspto-grants-1998_03