Acetyl chloride → 6-fluoro-1-methyl-1,2,3,4-tetrahydroisoquinoline

HRID 1932307Notes

Reaction equation

HRID 1932307 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][CH:10]=1)[CH2:5][CH2:6][NH2:7].[C:11](Cl)(=O)[CH3:12]>>[F:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[CH:11]([CH3:12])[NH:7][CH2:6][CH2:5]2

Participants

3

Reactant 2

HCID 6367Acetyl chlorideHCID 5339282-(3-Fluorophenyl)ethanamine

Product 1

HCID 115138056-fluoro-1-methyl-1,2,3,4-tetrahydroisoquinoline

Procedure

In accordance with the same procedures as in Steps 1, 2, and 3 of Preparation 21, except for using 3-fluorophenethylamine and acetyl chloride, 6-fluoro-1-methyl-1,2,3,4-tetrahydroisoquinoline was obtained. In accordance with the same procedures as in Preparation 20, the titled compound was obtained as pale yellow oil. (Yield: 55%) The product was used in the subsequent step without further purification.

Workup

  1. customIn accordance with the same procedures as in Steps 1, 2, and 3 of Preparation 21

Sources & evidence

ORD record
ord-9c382d635ed04de49906d8eaa51d1f8a
Source dataset
uspto-grants-2012_05
Patent number
US08188114B2

Reaction notes

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