Cesium carbonate → HCID 21904886, compound

HRID 1247405Notes

Reaction equation

HRID 1247405 reaction equation
[C:1]([C:3]1[CH:31]=[CH:30][C:6]([CH2:7][NH:8][C:9](=[O:29])[CH:10]([C:14]2[C:19]([F:20])=[CH:18][C:17]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=3[OH:27])=[CH:16][C:15]=2[F:28])[O:11][CH2:12][CH3:13])=[CH:5][CH:4]=1)#[N:2].Cl.Cl[CH2:34][CH2:35][N:36]([CH3:38])[CH3:37].C(=O)([O-])[O-].[Cs+].[Cs+]>CN(C=O)C>[C:1]([C:3]1[CH:4]=[CH:5][C:6]([CH2:7][NH:8][C:9](=[O:29])[CH:10]([C:14]2[C:15]([F:28])=[CH:16][C:17]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=3[O:27][CH2:34][CH2:35][N:36]([CH3:38])[CH3:37])=[CH:18][C:19]=2[F:20])[O:11][CH2:12][CH3:13])=[CH:30][CH:31]=1)#[N:2]

Participants

5

Reactant 3

HCID 10796Cesium carbonateHCID 11636816N,N-Dimethylaminoethyl chloride hydrochlorideHCID 21905739HCID 21905739, compound

Product 1

HCID 21904886HCID 21904886, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In analogy to example 16.4, (RS)-N-(4-cyano-benzyl)-2-(3,5-difluoro-2′-hydroxy-biphenyl-4-yl)-2-ethoxy-acetamide (example 256.1) was alkylated with 1-chloro-2-dimethylaminoethane hydrochloride and cesium carbonate in DMF to give (RS)-N-(4-cyano-benzyl)-2-[2′-(2-dimethylamino-ethoxy)-3,5-difluoro-biphenyl-4-yl]-2-ethoxy-acetamide. Colorless solid. MS 494.1 ([M+H]+)

Sources & evidence

ORD record
ord-b2e8247625da40e4a325caf0dd447557
Source dataset
uspto-grants-2006_10
Patent number
US07129238B2

Reaction notes

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