(RS)-N-(4-cyano-benzyl)-2-(4-hydroxy-phenyl)-2-methoxy-acetamide → HCID 21905400, compound

HRID 1247284Notes

Reaction equation

HRID 1247284 reaction equation
[C:1]([C:3]1[CH:22]=[CH:21][C:6]([CH2:7][NH:8][C:9](=[O:20])[CH:10]([C:13]2[CH:18]=[CH:17][C:16]([OH:19])=[CH:15][CH:14]=2)[O:11][CH3:12])=[CH:5][CH:4]=1)#[N:2].Br[CH:24]([OH:26])[CH3:25].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:20])[CH:10]([C:13]2[CH:18]=[CH:17][C:16]([O:19][CH2:25][CH2:24][OH:26])=[CH:15][CH:14]=2)[O:11][CH3:12])=[CH:21][CH:22]=1)#[N:2]

Participants

4

Reactant 2

HCID 21905457(RS)-N-(4-cyano-benzyl)-2-(4-hydroxy-phenyl)-2-methoxy-acetamideHCID 86593041HCID 86593041, compound

Product 1

HCID 21905400HCID 21905400, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In analogy to example 16.4, (RS)-N-(4-cyano-benzyl)-2-(4-hydroxy-phenyl)-2-methoxy-acetamide (example 21.2) was alkylated with bromoethanol/cesium carbonate in DMF to give (RS)-N-(4-cyano-benzyl)-2-[4-(2-hydroxy-ethoxy)-phenyl]-2-methoxy-acetamide as a colorless oil. MS 363.1 ([M+Na]+)

Sources & evidence

ORD record
ord-c5a63ed4948543ed989377c7cbb4936d
Source dataset
uspto-grants-2006_10
Patent number
US07129238B2

Reaction notes

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