HCID 21436749, compound → 1,2,3,4-Tetrahydroisoquinolin-8-amine
Reaction equation
[N+:1]([C:4]1[CH:5]=[CH:6][CH:7]=[C:8]2[C:13]=1[CH:12]=[NH+:11][CH:10]=[CH:9]2)([O-])=O.[H][H]>[Pt]=O.CO>[NH2:1][C:4]1[CH:5]=[CH:6][CH:7]=[C:8]2[C:13]=1[CH2:12][NH:11][CH2:10][CH2:9]2Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Procedure
The 2-lower alkyl-5,6,7, or 8-nitroisoquinolinium salt can be catalytically hydrogenated directly to a 2-lower alkyl-5,6,7 or 8-amino-1,2,3,4-tetrahydroisquinoline. The hydrogenation can be readily effected by use of a platinum oxide catalyst in methanol and a hydrogen pressure of about 25 to 100 psi. The hydrogenation proceeds at room temperature. After filtering to remove the catalyst, the filtrate can be worked up to obtain the 2-lower alkyl-5,6,7 or 8-amino-1,2,3,4-tetrahydroisoquinoline.
Workup
- customproceeds at room temperature
- filtrationAfter filtering
- customto remove the catalyst
Sources & evidence
- ORD record
- ord-778cb547fcb14cceaf5882ab74ffd555
- Source dataset
- uspto-grants-1977_05
- Patent number
- US04022900
Reaction notes
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