HCID 63711383, compound → HCID 63725440, compound

HRID 1817909Notes

Reaction equation

HRID 1817909 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([N+:16]([O-])=O)[C:5]([NH:8][CH2:9][CH:10]2[CH2:15][CH2:14][O:13][CH2:12][CH2:11]2)=[N:6][CH:7]=1>CO.O1CCCC1.[Pt]>[Br:1][C:2]1[CH:3]=[C:4]([NH2:16])[C:5]([NH:8][CH2:9][CH:10]2[CH2:15][CH2:14][O:13][CH2:12][CH2:11]2)=[N:6][CH:7]=1

Participants

5

Reactant 1

HCID 63711383HCID 63711383, compound

Product 1

HCID 63725440HCID 63725440, compoundYield 106.4%

Reagents, catalysts & solvents 3

HCID 23939PlatinumCatalystHCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 5-bromo-3-nitro-N-(tetrahydro-2H-pyran-4-ylmethyl)pyridin-2-amine (Step C, 792 mg, 2.51 mmol) and 3% platinum on sulfide carbon (N.E.CHEMCAT, 125 mg) in methanol (9 mL) and tetrahydrofuran (9 mL) was stirred at room temperature for 3 h under hydrogen. The mixture was filtered through a pad of celite and the filtrate was concentrated to afford the crude title compound (764 mg) as red viscous oil.

Workup

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

Sources & evidence

ORD record
ord-d4970eba39f54f5baf6f5955246eacc7
Source dataset
uspto-grants-2009_10
Patent number
US07598393B2

Reaction notes

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