Cyclobutanecarbonyl chloride → 1-Cyclobutylcarbonylamino-2-(2-hydroxymethylphenyl)ethane

HRID 1156931Notes

Reaction equation

[NH2:1][CH2:2][CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[CH2:10][OH:11].[CH:12]1([C:16](Cl)=[O:17])[CH2:15][CH2:14][CH2:13]1.C1(C2C3C(=C(Cl)C=CC=3)CCN=2)C=CC=CC=1>>[CH:12]1([C:16]([NH:1][CH2:2][CH2:3][C:4]2[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=2[CH2:10][OH:11])=[O:17])[CH2:15][CH2:14][CH2:13]1

Participants

Reactant 3

HCID 78705Cyclobutanecarbonyl chloride

HCID 12832783[2-(2-Aminoethyl)phenyl]methanol

HCID 149989111-Phenyl-5-chloro-3,4-dihydroisoquinoline

Product 1

HCID 205338971-Cyclobutylcarbonylamino-2-(2-hydroxymethylphenyl)ethane

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-bc011fad71e2471597a421141d7cab70
Source dataset: uspto-grants-1982_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04337256

Reaction notes

Loading…