HCID 13935802, compound → HCID 15600125, compound

HRID 1284449Notes

Reaction equation

HRID 1284449 reaction equation
[O:1]=[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([N+:12]([O-])=O)[CH:10]=2)[CH2:5][C@@H:4]([C:15]([OH:17])=[O:16])[NH:3]1>C(O)(=O)C.O=[Pt]=O>[O:1]=[C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([NH2:12])[CH:10]=2)[CH2:5][C@@H:4]([C:15]([OH:17])=[O:16])[NH:3]1

Participants

4

Reactant 1

HCID 13935802HCID 13935802, compound

Product 1

HCID 15600125HCID 15600125, compoundYield 99.7%

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 176Acetic AcidSolvent

Procedure

(3S)-1-Oxo-7-nitro-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid (1 g) is suspended in acetic acid (50 g), and PtO2 (50 mg) is added thereto. The mixture is subjected to catalytic reduction. The catalyst is filtered off, and the filtrate is distilled to remove the solvent, whereby (3S)-1-oxo-7-amino-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid (870 mg) is obtained as an oil.

Workup

  1. filtrationThe catalyst is filtered off
  2. distillationthe filtrate is distilled
  3. customto remove the solvent

Sources & evidence

ORD record
ord-2d14567638444dd3aa4254878ae0af33
Source dataset
uspto-grants-1986_01
Patent number
US04563306

Reaction notes

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