Sodium hydride → HCID 86656069, compound

HRID 1260534Notes

Reaction equation

HRID 1260534 reaction equation
[Cl:1][C:2]1[C:7](Cl)=[CH:6][C:5]([O:9][CH:10]([CH3:12])[CH3:11])=[CH:4][N:3]=1.[OH:13][C:14]1[CH:19]=[CH:18][C:17]([CH2:20][CH2:21][CH:22]([NH:24][C:25](=[O:27])[CH3:26])[CH3:23])=[CH:16][CH:15]=1.[H-].[Na+]>CN(C=O)C>[Cl:1][C:2]1[C:7]([O:13][C:14]2[CH:15]=[CH:16][C:17]([CH2:20][CH2:21][CH:22]([NH:24][C:25](=[O:27])[CH3:26])[CH3:23])=[CH:18][CH:19]=2)=[CH:6][C:5]([O:9][CH:10]([CH3:12])[CH3:11])=[CH:4][N:3]=1

Participants

5

Reactant 3

HCID 24758Sodium hydrideHCID 59956161N-[3-(4-Hydroxyphenyl)-1-methylpropyl]acetamideHCID 86656070HCID 86656070, compound

Product 1

HCID 86656069HCID 86656069, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

2,3-Dichloro-5-isopropoxypyridine (514 mg, 2.496 mmol) and N-[3-(4-hydroxy-phenyl)-1-methylpropyl]acetamide (517 mg, 2.496 mmol) were reacted with sodium hydride in DMF in analogy to example 2c. Yield: 29 mg (3%), M+H+: 377.09. The isomer N-{3-[4-(2-chloro-5-isopropoxypyridin-3-yloxy)phenyl]-1-methylpropyl}acetamide was formed as further compound.

Sources & evidence

ORD record
ord-e3c5df7584354a299df9e88364b10e33
Source dataset
uspto-grants-2013_06
Patent number
US08470841B2

Reaction notes

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