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

HRID 1156925Notes

Reaction equation

HRID 1156925 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]=CC=CC=1.C(OC([C:31]1C2C(=CC=CC=2)C=C[N:32]=1)(C)C)(=O)C1C=CC=CC=1>>[CH2:1]([C:7]1[C:16]2[CH:15]=[CH:14][CH:13]=[C:12]([CH2:17][C:31]#[N:32])[C:11]=2[CH:10]=[CH:9][N:8]=1)[CH3:6]

Participants

3

Reactant 2

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

Product 1

HCID 205339541-Ethylisoquinoline-5-acetonitrile

Procedure

1-Ethylisoquinoline and N-hydroxymethyl dichloroacetamide were reacted in the same way as in step (b) of Example 18 to afford 1-ethyl-5-dichloroacetylaminomethylisoquinoline. The product was reacted successively in the same way as in steps (c), (d), (e) and (f) of Example 18 to afford 1-ethylisoquinoline-5-acetonitrile. The product was treated in the same way as in Example 3 to afford 1-ethylisoquinoline-5-acetic acid having a melting point of 166.2° to 180.8° C.

Sources & evidence

ORD record
ord-6ed79ed955cc49debdfacecef2a96321
Source dataset
uspto-grants-1982_06
Patent number
US04337256

Reaction notes

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