Quinoline → HCID 70362477, compound

HRID 620741Notes

Reaction equation

HRID 620741 reaction equation
[C:1]1([C:7]#[C:8][CH2:9][N:10]2[C:18](=[O:19])[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[C:11]2=[O:20])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.N1C2C(=CC=CC=2)C=CC=1>[Pd].CC([O-])=O.CC([O-])=O.[Pb+2].C1COCC1>[C:1]1([CH2:7]/[CH:8]=[CH:9]\[N:10]2[C:18](=[O:19])[C:17]3[C:12](=[CH:13][CH:14]=[CH:15][CH:16]=3)[C:11]2=[O:20])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 2

HCID 7047QuinolineHCID 808056AG-777/36181001

Product 1

HCID 70362477HCID 70362477, compound

Reagents, catalysts & solvents 2

HCID 131709914Lindlars catalystCatalystHCID 8028TetrahydrofuranSolvent

Procedure

The title compound was prepared from the title product (15 g, 57.4 mmol) of Example 153 by hydrogenation using Lindlar catalyst (2.25 g) and quinoline (0.79 g, 6.09 mmol) in THF (150 ml). The reaction mixture was hydrogenated at 5 psi and 0° to obtain a quantitative yield of the cis product.

Workup

  1. customwas hydrogenated at 5 psi and 0°
  2. customto obtain a quantitative yield of the cis product

Sources & evidence

ORD record
ord-5a04fa5baaf54185b36840063ae1ab6f
Source dataset
uspto-grants-1989_04
Patent number
US04822775

Reaction notes

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