1-Phenyl-5-methoxycarbonylisoquinoline → 1-Cyclobutylisoquinoline-5-acetonitrile

HRID 1156932Notes

Reaction equation

HRID 1156932 reaction equation
[C:1]1([C:7]2[C:16]3[C:11](=[C:12]([C:17](OC)=O)[CH:13]=[CH:14][CH:15]=3)[CH:10]=[CH:9][N:8]=2)[CH:6]=[CH:5][CH:4]=CC=1.C1([C:27]2C3C(=C(CO)C=CC=3)C=C[N:28]=2)C=CC=CC=1>>[CH:1]1([C:7]2[C:16]3[CH:15]=[CH:14][CH:13]=[C:12]([CH2:17][C:27]#[N:28])[C:11]=3[CH:10]=[CH:9][N:8]=2)[CH2:4][CH2:5][CH2:6]1

Participants

3

Reactant 2

HCID 128518481-Phenyl-5-methoxycarbonylisoquinolineHCID 12851849HCID 12851849, compound

Product 1

HCID 205338981-Cyclobutylisoquinoline-5-acetonitrile

Procedure

1-Amino-2-(2-hydroxymethylphenyl)ethane and cyclobutanecarbonyl chloride were successively reacted in the same way as in steps (b) and (c) of Example 12 to afford 1-cyclobutylcarbonylamino-2-(2-hydroxymethylphenyl)ethane as in oil. The product was successively reacted in the same way as in steps (d), (e), (f) and (g) of Example 12 to afford 1-cyclobutylisoquinoline-5-acetonitrile. The product was treated in the same way as in Example 3 to afford 1-cyclobutylisoquinoline-5-acetic acid having a decomposition point of 202.8° to 209.8° C.

Sources & evidence

ORD record
ord-27b9c02a5cfb4d29b707c1e1636e6fcc
Source dataset
uspto-grants-1982_06
Patent number
US04337256

Reaction notes

Loading…