Isobutyl iodide → HCID 21905248, compound

HRID 1247313Notes

Reaction equation

HRID 1247313 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[CH2:25][CH:26]([CH3:28])[CH3:27].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][CH2:25][CH:26]([CH3:28])[CH3:27])=[CH:15][C:14]=2[F:20])[O:11][CH3:12])=[CH:22][CH:23]=1)#[N:2]

Participants

5

Reactant 3

HCID 10556Isobutyl iodideHCID 10796Cesium carbonateHCID 21905330HCID 21905330, compound

Product 1

HCID 21905248HCID 21905248, 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 (example 70.4) was alkylated with 1-iodo-2-methylpropane and cesium carbonate in DMF to give (RS)-N-(4-cyano-benzyl)-2-(2-fluoro-4-isobutoxy-phenyl)-2-methoxy-acetamide. Off-white, amorphous solid. MS 371.3 ([M+H]+)

Sources & evidence

ORD record
ord-375b29418d2d474591810e4cccc7c361
Source dataset
uspto-grants-2006_10
Patent number
US07129238B2

Reaction notes

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