Hydrochloric Acid → HCID 69433064, compound

HRID 1295366Notes

Reaction equation

HRID 1295366 reaction equation
Cl.C([N:9]1[CH2:14][CH:13]2[C@:11]([OH:15])([CH2:12]2)[C@@H:10]1[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)C1C=CC=CC=1>[Pd].CO>[C:16]1([C@@H:10]2[NH:9][CH2:14][CH:13]3[C@:11]2([OH:15])[CH2:12]3)[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 69335514HCID 69335514, compound

Product 1

HCID 69433064HCID 69433064, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

The HCl salt of the starting material Intermediate 28, mixture of diastereomers (1R,2S)-3-Benzyl-2-phenyl-3-aza-bicyclo[3.1.0]hexan-1-ol (1.2 g, 4.1 mmol), was combined with palladium on carbon 20% (Pearlman's catalyst, 0.7 g) and MeOH (35 mL) and hydrogenated at 40 psi for 16 hours. The material was filtered thru celite and concentrated to yield the title compounds as a mixture of diastereomers (0.88 g, quantitative yield).

Workup

  1. filtrationThe material was filtered thru celite
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-7bc8c369213741b8a0b662fd224965b9
Source dataset
uspto-grants-2007_07
Patent number
US07241798B2

Reaction notes

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