Isopropyl iodide → HCID 21905014, compound

HRID 1247312Notes

Reaction equation

HRID 1247312 reaction equation
[C:1]([C:3]1[CH:23]=[CH:22][C:6]([CH2:7][NH:8][C:9](=[O:21])[CH:10]([C:13]2[CH:18]=[CH:17][C:16]([OH:19])=[CH:15][C:14]=2[F:20])[O:11][CH3:12])=[CH:5][CH:4]=1)#[N:2].I[CH:25]([CH3:27])[CH3:26].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:21])[CH:10]([C:13]2[CH:18]=[CH:17][C:16]([O:19][CH:25]([CH3:27])[CH3:26])=[CH:15][C:14]=2[F:20])[O:11][CH3:12])=[CH:22][CH:23]=1)#[N:2]

Participants

5

Reactant 3

HCID 6362Isopropyl iodideHCID 10796Cesium carbonateHCID 21905330HCID 21905330, compound

Product 1

HCID 21905014HCID 21905014, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In analogy to example 16.4, (RS)-N-(4-cyano-benzyl)-2-(2-fluoro-4-hydroxy-phenyl)-2-methoxy-acetamide was alkylated with 2-iodopropane and cesium carbonate in DMF to give (RS)-N-(4-cyano-benzyl)-2-(2-fluoro-4-isopropoxy-phenyl)-2-methoxy-acetamide. Light yellow oil. MS 357.2 ([M+H]+)

Sources & evidence

ORD record
ord-622c6321f19941ebb9a2ebd20dc212c2
Source dataset
uspto-grants-2006_10
Patent number
US07129238B2

Reaction notes

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