HCID 22380871, compound → HCID 22380829, compound

HRID 1836322Notes

Reaction equation

HRID 1836322 reaction equation
[CH3:1][C:2]1[CH2:3][C:4](=O)[NH:5][CH:6]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[CH3:15])[C:7]=1[CH3:8]>C1COCC1>[CH3:1][C:2]1[CH2:3][CH2:4][NH:5][CH:6]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[CH3:15])[C:7]=1[CH3:8]

Participants

3

Reactant 1

HCID 22380871HCID 22380871, compound

Product 1

HCID 22380829HCID 22380829, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 4,5-dimethyl-6-o-tolyl-3,6-dihydro-1H-pyridin-2-one (177 mg; 0.82 mmol) in THF(5 mL) is treated with alane (10 equivalents) and the mixture is stirred at room temperature for 16 hours. The reaction is quenched with Na2SO4.10H2O (2 g) and the resulting mixture filtered and the insolubles washed with ethyl acetate. The filtrate is concentrated in vacuo to give the product (12).

Workup

  1. customThe reaction is quenched with Na2SO4.10H2O (2 g)
  2. filtrationthe resulting mixture filtered
  3. washthe insolubles washed with ethyl acetate
  4. concentrationThe filtrate is concentrated in vacuo

Sources & evidence

ORD record
ord-5c228c7a74b943eb86d2c6526fd7053a
Source dataset
uspto-grants-2004_08
Patent number
US06777422B2

Reaction notes

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