2-Chloro-4,5-difluorobenzoyl Isocyanate → 1-{2-[3-(2-Chloro-4,5-difluorobenzoyl)ureido]-4-fluorophenyl}piperidine-3-carboxamide

HRID 722234Notes

Reaction equation

HRID 722234 reaction equation
[Cl:1][C:2]1[CH:12]=[C:11]([F:13])[C:10]([F:14])=[CH:9][C:3]=1[C:4]([N:6]=[C:7]=[O:8])=[O:5].Cl.[NH2:16][C:17]1[CH:22]=[C:21]([F:23])[CH:20]=[CH:19][C:18]=1[N:24]1[CH2:29][CH2:28][CH2:27][CH:26]([C:30]([NH2:32])=[O:31])[CH2:25]1>C(#N)C>[Cl:1][C:2]1[CH:12]=[C:11]([F:13])[C:10]([F:14])=[CH:9][C:3]=1[C:4]([NH:6][C:7](=[O:8])[NH:16][C:17]1[CH:22]=[C:21]([F:23])[CH:20]=[CH:19][C:18]=1[N:24]1[CH2:29][CH2:28][CH2:27][CH:26]([C:30]([NH2:32])=[O:31])[CH2:25]1)=[O:5]

Participants

4

Reactant 2

HCID 115575832-Chloro-4,5-difluorobenzoyl IsocyanateHCID 218838991-(2-Amino-4-fluorophenyl)piperidine-3-carboxamide hydrochloride

Product 1

HCID 218839281-{2-[3-(2-Chloro-4,5-difluorobenzoyl)ureido]-4-fluorophenyl}piperidine-3-carboxamide

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent2×

Procedure

The equimolar solution of 2-chloro-4,5-difluorobenzoyl isocyanate in acetonitrile was added dropwise to the solution of 109 mg of 1-(2-amino-4-fluorophenyl)piperidine-3-carboxamide hydrochloride in 5 ml of acetonitrile with stirring. The mixture was stirred at RT for 6 h and the precipitate was filtered off with suction and dried at RT under reduced pressure.

Workup

  1. stirringThe mixture was stirred at RT for 6 h
  2. filtrationthe precipitate was filtered off with suction
  3. customdried at RT under reduced pressure

Sources & evidence

ORD record
ord-d1aa764eea3245aca930d21f4582b45b
Source dataset
uspto-grants-2006_11
Patent number
US07138414B2

Reaction notes

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