Methyl Isocyanate → Glycogen Phosphorylase Inhibitor

HRID 855785Notes

Reaction equation

HRID 855785 reaction equation
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([O:23][CH3:24])=[C:6]([NH:8][C:9]([NH:11][C:12](=[O:22])[C:13]2[CH:18]=[C:17]([F:19])[C:16]([F:20])=[CH:15][C:14]=2[Cl:21])=[O:10])[CH:7]=1.[CH3:25][N:26]=[C:27]=[O:28]>C(#N)C>[Cl:21][C:14]1[CH:15]=[C:16]([F:20])[C:17]([F:19])=[CH:18][C:13]=1[C:12]([NH:11][C:9](=[O:10])[NH:8][C:6]1[CH:7]=[C:2]([NH:1][C:27]([NH:26][CH3:25])=[O:28])[CH:3]=[CH:4][C:5]=1[O:23][CH3:24])=[O:22]

Participants

4

Reactant 2

HCID 12228Methyl IsocyanateHCID 115665791-(2-Chloro-4,5-difluorobenzoyl)-3-(5-amino-2-methoxyphenyl)urea

Product 1

HCID 10070301Glycogen Phosphorylase InhibitorYield 91%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

600 mg (1.7 mmol) of 1-(5-amino-2-methoxyphenyl)-3-(2-chloro-4,5-difluoro-benzoyl)urea were dissolved in 5 ml of acetonitrile, and 69 mg (1.7 mmol) of methyl isocyanate were added. After stirring at room temperature for one hour, the resulting precipitate was filtered off with suction. 638 mg (91%) of the desired product were obtained.

Workup

  1. filtrationthe resulting precipitate was filtered off with suction

Sources & evidence

ORD record
ord-8f7cf26ccf3b49a98c3709e3471b7b1b
Source dataset
uspto-grants-2007_08
Patent number
US07262220B2

Reaction notes

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