HCID 59868786, compound → 4,6-dimethoxy-2-(6-(trifluoromethyl)-3,4-dihydroisoquinolin-2(1H)-yl)pyrimidin-5-amine

HRID 383712Notes

Reaction equation

HRID 383712 reaction equation
[CH3:1][O:2][C:3]1[C:8]([N+:9]([O-])=O)=[C:7]([O:12][CH3:13])[N:6]=[C:5]([N:14]2[CH2:23][CH2:22][C:21]3[C:16](=[CH:17][CH:18]=[C:19]([C:24]([F:27])([F:26])[F:25])[CH:20]=3)[CH2:15]2)[N:4]=1.[H][H]>[Ni]>[CH3:1][O:2][C:3]1[C:8]([NH2:9])=[C:7]([O:12][CH3:13])[N:6]=[C:5]([N:14]2[CH2:23][CH2:22][C:21]3[C:16](=[CH:17][CH:18]=[C:19]([C:24]([F:26])([F:27])[F:25])[CH:20]=3)[CH2:15]2)[N:4]=1

Participants

4

Reactant 2

HCID 59868786HCID 59868786, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 598687824,6-dimethoxy-2-(6-(trifluoromethyl)-3,4-dihydroisoquinolin-2(1H)-yl)pyrimidin-5-amine

Reagents, catalysts & solvents 1

HCID 935NickelCatalyst

Procedure

A suspension of Raney®-Nickel in a methanolic solution of 5b (0.76 g in 50 ml, 1.98 mmol) was shaken under 50 psi of hydrogen atmosphere for 12 hours. The mixture was filtered and the filtrate was concentrated and used for the next step without further purification (0.69 g, 1.96 mmol, 99%).

Workup

  1. filtrationThe mixture was filtered
  2. concentrationthe filtrate was concentrated
  3. customused for the next step without further purification (0.69 g, 1.96 mmol, 99%)

Sources & evidence

ORD record
ord-27534ead7f4e4f50bf2e8b5ee91ab8f8
Source dataset
uspto-grants-2013_02
Patent number
US08367684B2

Reaction notes

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