Hydrochloric Acid → HCID 68574111, compound

HRID 735721Notes

Reaction equation

HRID 735721 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C@H:8]2[C@H:17]3[CH2:18][CH2:19][N:20](C(OCC4C=CC=CC=4)=O)[C@H:16]3[C:15]3[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=3[NH:9]2)=[CH:4][CH:3]=1.[ClH:31]>[Pd].C(O)C.CO>[ClH:1].[ClH:31].[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C@H:8]2[C@H:17]3[CH2:18][CH2:19][NH:20][C@H:16]3[C:15]3[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=3[NH:9]2)=[CH:4][CH:3]=1

Participants

6

Reactant 2

HCID 313Hydrochloric AcidHCID 67150540HCID 67150540, compound

Product 1

HCID 68574111HCID 68574111, compound

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 702EthanolSolventHCID 887MethanolSolvent

Procedure

To a mixture of benzyl (3aR*,4R*,9bR*)-4-(4-chlorophenyl)-2,3,3a,4,5,9b-hexahydro-1H-pyrrolo[3,2-c]quinoline-1-carboxylate (730 mg, 1.75 mmol) and 10% palladium on carbon (50% aqueous, 0.3 g) in ethanol (10 ml) was added a hydrogen chloride in methanol solution (1 ml) and the mixture was stirred at room temperature under hydrogen atmosphere for 3 hrs. The reaction mixture was filtered, washed with aqueous methanol, and the filtrate was concentrated. The residue was dried under reduced pressure to give the crude title compound as an oil. (350 mg, ca. 100%)

Workup

  1. filtrationThe reaction mixture was filtered
  2. washwashed with aqueous methanol
  3. concentrationthe filtrate was concentrated
  4. customThe residue was dried under reduced pressure

Sources & evidence

ORD record
ord-a66cbb805e4746b6a55de2d10e2060fb
Source dataset
uspto-grants-2009_09
Patent number
US07592453B2

Reaction notes

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