Sodium hydride → N-Acetyl-4-(decyloxy)-3-(1,1-dimethylethyl)-N-(2-pyridinylmethyl)benzamide

HRID 1728895Notes

Reaction equation

HRID 1728895 reaction equation
[CH2:1]([O:11][C:12]1[CH:20]=[CH:19][C:15]([C:16](Cl)=[O:17])=[CH:14][C:13]=1[C:21]([CH3:24])([CH3:23])[CH3:22])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10].[N:25]1[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=1[CH2:31][NH:32][C:33](=[O:35])[CH3:34].[H-].[Na+]>O1CCCC1>[C:33]([N:32]([CH2:31][C:26]1[CH:27]=[CH:28][CH:29]=[CH:30][N:25]=1)[C:16](=[O:17])[C:15]1[CH:19]=[CH:20][C:12]([O:11][CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10])=[C:13]([C:21]([CH3:24])([CH3:23])[CH3:22])[CH:14]=1)(=[O:35])[CH3:34]

Participants

5

Reactant 3

HCID 24758Sodium hydrideHCID 5084090N-(pyridin-2-ylmethyl)acetamideHCID 19015278HCID 19015278, compound

Product 1

HCID 10367290N-Acetyl-4-(decyloxy)-3-(1,1-dimethylethyl)-N-(2-pyridinylmethyl)benzamideYield 45.4%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The title compound is prepared by the procedure of Example 27, using 2.9 g of product from Example 132, 1.3 g of product from Example 12, 0.433 g of 50% sodium hydride and 60 ml of dry tetrahydrofuran. The residue is purified by chromatography to give 1.74 g of the desired product as a yellow oil.

Workup

  1. customThe title compound is prepared by the procedure of Example 27
  2. customThe residue is purified by chromatography

Sources & evidence

ORD record
ord-c1dfed45160e4d01828a7f91c76b7cd2
Source dataset
uspto-grants-1994_07
Patent number
US05328921

Reaction notes

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