Propionyl chloride → 1-Ethyl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline

HRID 1602164Notes

Reaction equation

[CH:1]1([CH:4]2[C:13]3[C:8](=[CH:9][C:10]([O:16][CH3:17])=[C:11]([O:14][CH3:15])[CH:12]=3)[CH2:7][CH2:6][NH:5]2)C[CH2:2]1.C(Cl)(=O)CC.C1(C(Cl)=O)CC1>>[CH2:1]([CH:4]1[C:13]2[C:8](=[CH:9][C:10]([O:16][CH3:17])=[C:11]([O:14][CH3:15])[CH:12]=2)[CH2:7][CH2:6][NH:5]1)[CH3:2]

Participants

Reactant 3

HCID 62324Propionyl chloride

HCID 77637Cyclopropanecarbonyl chloride

HCID 196102151-Cyclopropyl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline

Product 1

HCID 45749661-Ethyl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline

Procedure

1,2,3,4-Tetrahydro-1-ethyl-6,7-dimethoxyisoquinoline was prepared by a procedure analogous to that described in example 4 for 1,2,3,4-tetrahydro-1-cyclopropyl-6,7-dimethoxyisoquinoline but substituting in the first step propionyl chloride for cyclopropyl-carbonyl chloride.

Sources & evidence

ORD record: ord-e1a98f2954ea47ceaa1e72f37bc0bb61
Source dataset: uspto-grants-1999_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05981521

Reaction notes

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