Sodium hydride → HCID 19015591, compound

HRID 247948Notes

Reaction equation

HRID 247948 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:8]=[CH:9][C:10]=1[O:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25])[C:5](Cl)=[O:6].[N:26]1[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=1[CH2:32][NH:33][C:34](=[O:36])[CH3:35].[H-].[Na+]>O1CCCC1>[C:34]([N:33]([CH2:32][C:27]1[CH:28]=[CH:29][CH:30]=[CH:31][N:26]=1)[C:5](=[O:6])[C:4]1[CH:8]=[CH:9][C:10]([O:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25])=[C:2]([Cl:1])[CH:3]=1)(=[O:36])[CH3:35]

Participants

5

Reactant 3

HCID 24758Sodium hydrideHCID 5084090N-(pyridin-2-ylmethyl)acetamideHCID 190162883-Chloro-4-(tetradecyloxy)benzoyl chloride

Product 1

HCID 19015591HCID 19015591, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The title compound is prepared by the procedure of Example 27 using 1.31 g of product from Example 38, 0.535 g of product from Example 12, 0.171 g of washed 50% sodium hydride and 12 ml of tetrahydrofuran. The residue is purified by column chromatography (silica gel:35% ethyl acetate/hexane) to give 0.067 g of product as a yellow oil.

Workup

  1. customThe residue is purified by column chromatography (silica gel:35% ethyl acetate/hexane)

Sources & evidence

ORD record
ord-06f7eb774aab41ffa18efbadbe7cb69c
Source dataset
uspto-grants-1993_05
Patent number
US05208247

Reaction notes

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