HCID 21584287, compound → HCID 21584282, compound

HRID 583290Notes

Reaction equation

HRID 583290 reaction equation
[ClH:1].[N+:2]([C:5]1[CH:14]=[C:13]2[C:8]([CH2:9][CH2:10][NH:11][CH:12]2[CH2:15][CH2:16][CH3:17])=[CH:7][CH:6]=1)([O-])=O>C(O)C>[ClH:1].[CH2:15]([CH:12]1[C:13]2[C:8](=[CH:7][CH:6]=[C:5]([NH2:2])[CH:14]=2)[CH2:9][CH2:10][NH:11]1)[CH2:16][CH3:17]

Participants

3

Reactant 1

HCID 21584287HCID 21584287, compound

Product 1

HCID 21584282HCID 21584282, compoundYield 64%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a suspension of 7-nitro-1-propyl-1,2,3,4-tetrahydroisoquinoline hydrochloride (2.51 g, 9.78 mmol) in ethanol (150 ml) was added 10% Pd--C (0.3 g) and the reaction mixture was hydrogenated at 50 psi for 3 h. The solution was filtered and the filtrate was concentrated and absolute ethanol was added to help evaporate any excess water. The resulting solid was triturated with isopropanol (30 ml) to give the title compound (1.42 g, 64%) as an off-white solid, m.p. 192-4° C.

Workup

  1. filtrationThe solution was filtered
  2. concentrationthe filtrate was concentrated
  3. additionabsolute ethanol was added
  4. customto help evaporate any excess water
  5. customThe resulting solid was triturated with isopropanol (30 ml)

Sources & evidence

ORD record
ord-0d5b6361217d483b93cc3370196a510c
Source dataset
uspto-grants-1999_07
Patent number
US05929085

Reaction notes

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