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

HRID 2175565Notes

Reaction equation

HRID 2175565 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-e24b764691fc40c8a4e2cd088baaa757
Source dataset
uspto-grants-2015_06
Patent number
US09062048B2

Reaction notes

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