Iodoacetamide → HCID 21905298, compound

HRID 1247332Notes

Reaction equation

HRID 1247332 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[C:18]([OH:19])=[CH:17][CH:16]=[CH:15][C:14]=2[F:20])[O:11][CH3:12])=[CH:5][CH:4]=1)#[N:2].I[CH2:25][C:26]([NH2:28])=[O:27].C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[C:26]([CH2:25][O:19][C:18]1[CH:17]=[CH:16][CH:15]=[C:14]([F:20])[C:13]=1[CH:10]([O:11][CH3:12])[C:9]([NH:8][CH2:7][C:6]1[CH:5]=[CH:4][C:3]([C:1]#[N:2])=[CH:23][CH:22]=1)=[O:21])(=[O:27])[NH2:28]

Participants

5

Reactant 3

HCID 3727IodoacetamideHCID 11430Potassium CarbonateHCID 21905042HCID 21905042, compound

Product 1

HCID 21905298HCID 21905298, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

In analogy to example 16.4 (RS)-N-(4-cyano-benzyl)-2-(2-fluoro-6-hydroxy-phenyl)-2-methoxy-acetamide (example 80.4) was reacted with iodo acetamide in the presence of potassium carbonate in DMF to give 2-(2-carbamoylmethoxy-6-fluoro-phenyl)-N-(4-cyano-benzyl)-2-methoxy-acetamide. Solid. MS 372.2 ([M+H]+)

Sources & evidence

ORD record
ord-d54ac0dc4b5e4609b5903d02e6c84000
Source dataset
uspto-grants-2006_10
Patent number
US07129238B2

Reaction notes

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