HCID 77058980, compound → tert-Butyl 7-amino-6-methoxy-3,4-dihydroisoquinoline-2(1H)-carboxylate

HRID 1503882Notes

Reaction equation

HRID 1503882 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[N+:13]([O-])=O)[CH2:9][N:8]([C:16]([O:18][C:19]([CH3:22])([CH3:21])[CH3:20])=[O:17])[CH2:7][CH2:6]2>CO.[Ni]>[NH2:13][C:12]1[CH:11]=[C:10]2[C:5]([CH2:6][CH2:7][N:8]([C:16]([O:18][C:19]([CH3:20])([CH3:21])[CH3:22])=[O:17])[CH2:9]2)=[CH:4][C:3]=1[O:2][CH3:1]

Participants

4

Reactant 1

HCID 77058980HCID 77058980, compound

Product 1

HCID 53439135tert-Butyl 7-amino-6-methoxy-3,4-dihydroisoquinoline-2(1H)-carboxylate

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

To a solution of the product of Example 53E (550 mg, 1.78 mmol) in methanol (10 mL) was added Raney Ni (55 mg) and the mixture was stirred at ambient temperature under hydrogen for 16 hours. The mixture was filtered, concentrated and dried under vacuum to give the crude title compound. MS: 279 (M+H+).

Workup

  1. filtrationThe mixture was filtered
  2. concentrationconcentrated
  3. customdried under vacuum

Sources & evidence

ORD record
ord-adf9e6a7e8214ed8bf0a4bb35ff173f7
Source dataset
uspto-grants-2015_12
Patent number
US09212192B2

Reaction notes

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