Ethyl 3-phenyl-1-isoquinolinepropanoate → HCID 13769158, compound

HRID 2232507Notes

Reaction equation

HRID 2232507 reaction equation
[C:1]1([C:7]2[N:8]=[C:9]([CH2:17][CH2:18][C:19]([O:21]CC)=O)[C:10]3[C:15]([CH:16]=2)=[CH:14][CH:13]=[CH:12][CH:11]=3)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>C(NCC)C>[CH2:7]([N:8]([CH2:9][CH3:10])[C:19](=[O:21])[CH2:18][CH2:17][C:9]1[C:10]2[C:15](=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH:16]=[C:7]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[N:8]=1)[CH3:1]

Participants

3

Reactant 1

HCID 13769243Ethyl 3-phenyl-1-isoquinolinepropanoate

Product 1

HCID 13769158HCID 13769158, compoundYield 42.2%

Reagents, catalysts & solvents 1

HCID 8021DiethylamineSolvent

Procedure

The procedure is as in Example 1, starting with ethyl 3-phenyl-1-isoquinolinepropionate (6.1 g) and diethylamine (30 cc). The crude product is purified by means of 4 successive chromatographic separations on silica gel, using a cyclohexane/ethyl acetate (7:3 by volume) mixture as eluant. N,N-Diethyl-3-phenyl-1-isoquinolinepropanamide (1.4 g), m.p. 58° C., is obtained.

Workup

  1. customThe crude product is purified by means of 4 successive chromatographic separations on silica gel

Sources & evidence

ORD record
ord-cb1ca8cb8af0453a95e0a4fcbd5a91f7
Source dataset
uspto-grants-1988_11
Patent number
US04788199

Reaction notes

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