1-(1-Benzoyloxy-1-methylethyl)-isoquinoline → 1-Cyclopentylisoquinoline-5-acetonitrile

HRID 1156921Notes

Reaction equation

HRID 1156921 reaction equation
[C:1]1([C:7]2[C:16]3[C:11](=[C:12]([C:17]#N)[CH:13]=[CH:14][CH:15]=3)[CH:10]=[CH:9][N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3]C=1.C(OC([C:31]1C2C(=CC=CC=2)C=C[N:32]=1)(C)C)(=O)C1C=CC=CC=1>>[CH:1]1([C:7]2[C:16]3[CH:15]=[CH:14][CH:13]=[C:12]([CH2:17][C:31]#[N:32])[C:11]=3[CH:10]=[CH:9][N:8]=2)[CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

3

Reactant 2

HCID 28251561-(1-Benzoyloxy-1-methylethyl)-isoquinolineHCID 205339031-Phenyl-5-cyanoisoquinoline

Product 1

HCID 128518541-Cyclopentylisoquinoline-5-acetonitrile

Procedure

1-Cyclopentylisoquinoline (obtained from 1-cyano-2-benzoyl-1,2-dihydroisoquinoline and cyclopentyl bromide) and N-hydroxymethyl dichloroacetamide were reacted in the same way as in step (b) of Example 18 to obtain 1-cyclopentyl-5-dichloroacetylaminomethylisoquinoline having a melting point of 151.0° to 152.3° C. The product was successively reacted in the same way as in steps (c), (d), (e), and (f) of Example 18 to afford 1-cyclopentylisoquinoline-5-acetonitrile having a melting point of 99.4° to 100.0° C.

Sources & evidence

ORD record
ord-8af9343f45a6402994900e76ec6b741e
Source dataset
uspto-grants-1982_06
Patent number
US04337256

Reaction notes

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