HCID 57846985, compound → HCID 57847114, compound

HRID 550257Notes

Reaction equation

HRID 550257 reaction equation
[F: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>[Pd].C(O)C>[F: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

4

Reactant 1

HCID 57846985HCID 57846985, compound

Product 1

HCID 57847114HCID 57847114, compoundYield 105.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of benzyl (3aR*,4R*,9bR*)-4-(4-fluorophenyl)-2,3,3a,4,5,9b-hexahydro-1H-pyrrolo[3,2-c]quinoline-1-carboxylate (500 mg, 1.24 mmol) and 10% palladium on carbon (50% aqueous, 0.3 g) in ethanol (20 ml) was stirred at room temperature under hydrogen atmosphere for 2 hrs. The catalyst was filtered off, and the mixture was washed with ethanol. The solvent was evaporated under reduced pressure to give the title compound (350 mg, ca. 100%) as an oil.

Workup

  1. filtrationThe catalyst was filtered off
  2. washthe mixture was washed with ethanol
  3. customThe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-4f0f400fb1334e4ca387a1da661fbb04
Source dataset
uspto-grants-2011_05
Patent number
US07943770B2

Reaction notes

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