Methyl iodide → HCID 86646596, compound

HRID 445378Notes

Reaction equation

HRID 445378 reaction equation
[O:1]=[C:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[C:4](=[O:11])[N:3]1[CH2:12][CH2:13][N:14]([C:22]1[CH:27]=[CH:26][C:25]([F:28])=[CH:24][CH:23]=1)[C:15]([N:17]1[CH:21]=[CH:20][N:19]=[CH:18]1)=[O:16].[CH3:29][I:30]>C(#N)C>[I-:30].[O:11]=[C:4]1[C:5]2[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=2)[C:2](=[O:1])[N:3]1[CH2:12][CH2:13][N:14]([C:22]1[CH:23]=[CH:24][C:25]([F:28])=[CH:26][CH:27]=1)[C:15]([N:17]1[CH:21]=[CH:20][N+:19]([CH3:29])=[CH:18]1)=[O:16]

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 59536368N-(2-(1,3-dioxoisoindolin-2-yl)ethyl)-N-(4-fluorophenyl)-1H-imidazole-1-carboxamide

Product 1

HCID 86646596HCID 86646596, compoundYield 99.8%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To a 50 mL round-bottomed flask was added N-(2-(1,3-dioxoisoindolin-2-yl)ethyl)-N-(4-fluorophenyl)-1H-imidazole-1-carboxamide (110 mg, 291 μmol, from step 2), acetonitrile (2 mL), methyl iodide (72.4 μl, 1163 μmol, Aldrich). The reaction mixture was stirred at RT for 24 h. The solvent was removed in vacuo to give the product (151 mg, 99.8% yield), which was used for the next step reaction without purification.

Workup

  1. customThe solvent was removed in vacuo

Sources & evidence

ORD record
ord-9b654ff1c35b470384420eaf45322af6
Source dataset
uspto-grants-2013_07
Patent number
US08476297B2

Reaction notes

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