HCID 86694198, compound → HCID 86694199, compound

HRID 707339Notes

Reaction equation

HRID 707339 reaction equation
[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[N:10]1[CH2:15][CH2:14][CH:13]([NH:16][C:17]2[C:22]([N+:23]([O-])=O)=[CH:21][CH:20]=[CH:19][N:18]=2)[CH2:12][CH2:11]1>[Pd].CO>[S:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[N:3]=[C:2]1[N:10]1[CH2:15][CH2:14][CH:13]([NH:16][C:17]2[C:22]([NH2:23])=[CH:21][CH:20]=[CH:19][N:18]=2)[CH2:12][CH2:11]1

Participants

4

Reactant 1

HCID 86694198HCID 86694198, compound

Product 1

HCID 86694199HCID 86694199, compoundYield 81.3%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of N-(1-(benzo[d]thiazol-2-yl)piperidin-4-yl)-3-nitropyridin-2-amine (270 mg, 0.76 mmol) and palladium on activated carbon (50% by wt, 0.15 g) in methanol (10 mL) was stirred under hydrogen at 30 psi for 2 hours. The mixture was filtered through a pad of CELITE™ and the filtrate was concentrated to give N2-(1-(benzo[d]thiazol-2-yl)piperidin-4-yl)pyridine-2,3-diamine (200 mg, 0.61 mmol, 81.3% yield) which was used in the next step without further purification.

Workup

  1. filtrationThe mixture was filtered through a pad of CELITE™
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-b50dfbfb579b4567ba425ffea1930bdb
Source dataset
uspto-grants-2015_11
Patent number
US09174992B2

Reaction notes

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