Cesium carbonate → HCID 66720828, compound

HRID 1639902Notes

Reaction equation

HRID 1639902 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:13]=[C:12]([C:14]([O:16][CH3:17])=[O:15])[CH:11]=[CH:10][C:9]=2[C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=2[CH3:24])=[CH:4][C:3]=1[OH:25].C(=O)([O-])[O-].[Cs+].[Cs+].Cl.Cl[CH2:34][CH2:35][CH2:36][N:37]([CH3:39])[CH3:38]>CN(C=O)C>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[N:13]=[C:12]([C:14]([O:16][CH3:17])=[O:15])[CH:11]=[CH:10][C:9]=2[C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=2[CH3:24])=[CH:4][C:3]=1[O:25][CH2:34][CH2:35][CH2:36][N:37]([CH3:39])[CH3:38]

Participants

5

Reactant 3

HCID 10796Cesium carbonateHCID 943083-(Dimethylamino)propyl chloride hydrochlorideHCID 66721222HCID 66721222, compound

Product 1

HCID 66720828HCID 66720828, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

According to the method described in example 1.6, starting from 5.4 g (15.26 mmol) of methyl 6-(4-chloro-3-hydroxyphenyl)-5-(2-methylphenyl)pyridine-2-carboxylate, 9.95 g (30.53 mmol) of caesium carbonate and 2.9 g (18.3 mmol) of 3-chloro-N,N-dimethylpropan-1-amine hydrochloride in 60 mL of DMF, we obtain 6 g of methyl 6-{4-chloro-3-[3-(dimethylamino)propoxy]phenyl}-5-(2-methylphenyl)pyridine-2-carboxylate in the form of oil.

Sources & evidence

ORD record
ord-ed57797435164802804a8f7b9bdd12f4
Source dataset
uspto-grants-2012_02
Patent number
US08110579B2

Reaction notes

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