HCID 58994987, compound → HCID 68832310, compound

HRID 536945Notes

Reaction equation

HRID 536945 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10]2([C:16]#[N:17])[CH2:15][CH2:14][O:13][CH2:12][CH2:11]2)=[CH:6][CH:5]=1)([O-])=O>CO.[Pd]>[NH2:1][C:4]1[CH:9]=[CH:8][C:7]([C:10]2([C:16]#[N:17])[CH2:15][CH2:14][O:13][CH2:12][CH2:11]2)=[CH:6][CH:5]=1

Participants

4

Reactant 1

HCID 58994987HCID 58994987, compound

Product 1

HCID 68832310HCID 68832310, compoundYield 100%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of 4-(4-nitro-phenyl)-tetrahydro-pyran-4-carbonitrile (as prepared in the previous step, 223 mg, 0.960 mmol) and 10% Pd/C (112 mg, 50 wt %) in 10 mL of MeOH was stirred at RT under H2 (balloon pressure) for 1 h. The Pd catalyst was removed by filtration on Celite and the filtrate was concentrated to give 195 mg (100%) of the title compound as a faint yellow solid. Mass spectrum (ESI, m/z): Calcd. for C12H14N2O, 203.1 (M+H). found 203.2.

Workup

  1. customThe Pd catalyst was removed by filtration on Celite
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-d6d0b1d1bfe24ef78715a6280bc1669a
Source dataset
uspto-grants-2014_10
Patent number
US08859602B2

Reaction notes

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