Tetrafluoro-m-phenylenediamine dihydrochloride → 1-Methyloctahydropyrrolo[3,4-b]pyridine

HRID 981095Notes

Reaction equation

HRID 981095 reaction equation
C([N:8]1[CH2:16][CH:15]2[CH:10]([N:11]([CH3:17])[CH2:12][CH2:13][CH2:14]2)[CH2:9]1)C1C=CC=CC=1.C1(N)C(F)=C(F)C(F)=C(N)C=1F.Cl.Cl>CO.[Pd]>[CH3:17][N:11]1[CH2:12][CH2:13][CH2:14][CH:15]2[CH2:16][NH:8][CH2:9][CH:10]12

Participants

5

Reactant 2

HCID 149026Tetrafluoro-m-phenylenediamine dihydrochlorideHCID 150700086-Benzyl-1-methyloctahydropyrrolo[3,4-b]pyridine

Product 1

HCID 150700091-Methyloctahydropyrrolo[3,4-b]pyridine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

11.7 g (54 mmol) of 6-benzyl-1-methyl-octahydropyrrolo[3,4-b]pyridine as the dihydrochloride are hydrogenated in 100 ml of methanol over palladium-on-active charcoal in accordance with the working instructions of Example Id. Working up by distillation gives 2.6 g (34% of theory) of a colorless oil of boiling point 83°-85°/12 mbar).

Workup

  1. distillationWorking up by distillation
  2. customgives 2.6 g (34% of theory) of a colorless oil of boiling point 83°-85°/12 mbar)

Sources & evidence

ORD record
ord-1f29dd9603384d51805997717d1483b1
Source dataset
uspto-grants-1991_02
Patent number
US04990517

Reaction notes

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