4-Chlorophenyl Isocyanate → HCID 58857998, compound

HRID 1162353Notes

Reaction equation

HRID 1162353 reaction equation
[NH2:1][C@H:2]([C:19]([CH3:22])([CH3:21])[CH3:20])[C:3]([N:5]1[CH2:10][CH2:9][CH:8]([N:11]2[CH2:16][CH2:15][N:14]([CH3:17])[CH2:13][C:12]2=[O:18])[CH2:7][CH2:6]1)=[O:4].[Cl:23][C:24]1[CH:29]=[CH:28][C:27]([N:30]=[C:31]=[O:32])=[CH:26][CH:25]=1>C(#N)C>[Cl:23][C:24]1[CH:29]=[CH:28][C:27]([NH:30][C:31]([NH:1][C@@H:2]([C:3]([N:5]2[CH2:10][CH2:9][CH:8]([N:11]3[CH2:16][CH2:15][N:14]([CH3:17])[CH2:13][C:12]3=[O:18])[CH2:7][CH2:6]2)=[O:4])[C:19]([CH3:22])([CH3:21])[CH3:20])=[O:32])=[CH:26][CH:25]=1

Participants

4

Reactant 2

HCID 76934-Chlorophenyl IsocyanateHCID 68646741HCID 68646741, compound

Product 1

HCID 58857998HCID 58857998, compoundYield 27%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To a solution of 1-(1-((2R)-2-amino-3,3-dimethylbutyroyl)-4-piperidinyl)-4-methylpiperazin-2-one (0.12 g) obtained in Example 103d) in acetonitrile (5 ml) was added 4-chlorophenyl isocyanate (57 mg), and mixed at room temperature for 1 hour. The reaction mixture was concentrated under reduced pressure, and the residue was purified with silica gel column (ethyl acetate) to obtain the title compound as colorless powder (46 mg, 27%).

Workup

  1. additionmixed at room temperature for 1 hour
  2. concentrationThe reaction mixture was concentrated under reduced pressure
  3. customthe residue was purified with silica gel column (ethyl acetate)

Sources & evidence

ORD record
ord-0f838427a29d400081bf4378a9667040
Source dataset
uspto-grants-2010_10
Patent number
US07820673B2

Reaction notes

Loading…