Phosphorus oxychloride → 1-Chloro-7-(trifluoromethyl)isoquinoline

HRID 1896883Notes

Reaction equation

HRID 1896883 reaction equation
CO[C:3]1[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([C:13]([F:16])([F:15])[F:14])[CH:11]=2)[CH:6]=[CH:5][N:4]=1.P(Cl)(Cl)([Cl:19])=O>>[Cl:19][C:3]1[C:12]2[C:7](=[CH:8][CH:9]=[C:10]([C:13]([F:16])([F:15])[F:14])[CH:11]=2)[CH:6]=[CH:5][N:4]=1

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 585625211-Methoxy-7-(trifluoromethyl)isoquinoline

Product 1

HCID 585626771-Chloro-7-(trifluoromethyl)isoquinoline

Procedure

A solution of 1-Methoxy-7-(trifluoromethyl)isoquinoline (50 mg, 0.22 mmol) from above step B in phosphorus oxychloride (1 mL) was heated at 150° C. for 18 h. Phosphorus oxychloride was removed under vacuum and the residue was purified by silica column chromatography to give the title compound.

Workup

  1. customPhosphorus oxychloride was removed under vacuum
  2. customthe residue was purified by silica column chromatography

Sources & evidence

ORD record
ord-49f334421ef24f0980dc713439ba59bc
Source dataset
uspto-grants-2013_08
Patent number
US08518969B2

Reaction notes

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