HCID 19001524, compound → HCID 15342531, compound

HRID 2259649Notes

Reaction equation

HRID 2259649 reaction equation
[N+:1]([C:4]1[CH:20]=[CH:19][C:7]2[N:8]=[C:9]([N:11]3[CH2:16][CH2:15][CH:14]([C:17]#[N:18])[CH2:13][CH2:12]3)[S:10][C:6]=2[CH:5]=1)([O-])=O>O1CCOCC1.[Pd]>[NH2:1][C:4]1[CH:20]=[CH:19][C:7]2[N:8]=[C:9]([N:11]3[CH2:16][CH2:15][CH:14]([C:17]#[N:18])[CH2:13][CH2:12]3)[S:10][C:6]=2[CH:5]=1

Participants

4

Reactant 1

HCID 19001524HCID 19001524, compound

Product 1

HCID 15342531HCID 15342531, compoundYield 94.9%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 312751,4-DioxaneSolvent

Procedure

60 g of the N-(6-nitrobenzothiazol-2-yl)-4-cyanopiperidine obtained in the Preparation Example 13 was dissolved in 2,000 ml of dioxane and hydrogenated in the presence of 3 g of a 10% palladium/carbon catalyst at room temperature under atmospheric pressure for 2 h. Then the catalyst was removed by filtration and the solution was concentrated under reduced pressure to give 51 g of the titled compound.

Workup

  1. customThen the catalyst was removed by filtration
  2. concentrationthe solution was concentrated under reduced pressure

Sources & evidence

ORD record
ord-c02f65f7bb074c418281c2147974dfbc
Source dataset
uspto-grants-1995_12
Patent number
US05475014

Reaction notes

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