Phenyl isocyanate → HCID 67176553, compound

HRID 1480009Notes

Reaction equation

HRID 1480009 reaction equation
[CH2:1]([C:8]1[N:9]=[N:10][C:11]([N:16]2[CH2:21][CH2:20][NH:19][CH2:18][CH2:17]2)=[C:12]([CH3:15])[C:13]=1[CH3:14])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[C:22]1([N:28]=[C:29]=[O:30])[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1>C(Cl)Cl>[C:22]1([NH:28][C:29]([N:19]2[CH2:18][CH2:17][N:16]([C:11]3[N:10]=[N:9][C:8]([CH2:1][C:2]4[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=4)=[C:13]([CH3:14])[C:12]=3[CH3:15])[CH2:21][CH2:20]2)=[O:30])[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1

Participants

4

Reactant 2

HCID 7672Phenyl isocyanateHCID 59191594HCID 59191594, compound

Product 1

HCID 67176553HCID 67176553, compoundYield 58.1%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
25 °C

Procedure

To a solution of 3-benzyl-4,5-dimethyl-6-piperazin-1-yl-pyridazine (60 mg, 0.21 mmol)) in CH2Cl2 (5 mL) at 25° C. is added phenyl isocyanate (33 mg, 0.28 mmol). After being stirred at 25° C. for 2 h, the reaction mixture is concentrated and purified by HPLC (CH3CN/H2O: 22%˜45% with 0.1% TFA) to give 4-(6-benzyl-4,5-dimethyl-pyridazin-3-yl)-piperazine-1-carboxylic acid phenylamide (49 mg, 58%).

Workup

  1. concentrationthe reaction mixture is concentrated
  2. custompurified by HPLC (CH3CN/H2O: 22%˜45% with 0.1% TFA)

Sources & evidence

ORD record
ord-08587692108c4870aa64dc389a75dc91
Source dataset
uspto-grants-2016_08
Patent number
US09409871B2

Reaction notes

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