Sodium Hydroxide → 7-(Trifluoromethyl)isoquinolin-1-amine

HRID 2175567Notes

Reaction equation

HRID 2175567 reaction equation
O([C:8]1[C:17]2[C:12](=[CH:13][CH:14]=[C:15]([C:18]([F:21])([F:20])[F:19])[CH:16]=2)[CH:11]=[CH:10][N:9]=1)C1C=CC=CC=1.C([O-])(=O)C.[NH4+:26].[OH-].[Na+]>O>[F:19][C:18]([F:21])([F:20])[C:15]1[CH:16]=[C:17]2[C:12]([CH:11]=[CH:10][N:9]=[C:8]2[NH2:26])=[CH:13][CH:14]=1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 517165Ammonium AcetateHCID 585624711-Phenoxy-7-(trifluoromethyl)isoquinoline

Product 1

HCID 585625367-(Trifluoromethyl)isoquinolin-1-amine

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 1-phenoxy-7-(trifluoromethyl)isoquinoline (670 mg, 2.3 mmol), from above step D, and ammonium acetate (1.8 g, 23 mmol) was heated at 160° C. for 4 h. The mixture was cooled to room temperature and dissolved in water. Sodium hydroxide (1N solution) was added until the solution was basic and extracted with EtOAc (x4). The combined organic fractions were washed with saturated NaCl, dried over Na2SO4 and evaporated under vacuum to give the title compound.

Workup

  1. extractionextracted with EtOAc (x4)
  2. washThe combined organic fractions were washed with saturated NaCl
  3. dry with materialdried over Na2SO4
  4. customevaporated under vacuum

Sources & evidence

ORD record
ord-c701ecac43b94abc8ce9553b4ccfa974
Source dataset
uspto-grants-2015_06
Patent number
US09062048B2

Reaction notes

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