1H-Pyrazol-3-amine, 5-methyl- → HCID 57799777, compound

HRID 2100715Notes

Reaction equation

HRID 2100715 reaction equation
[C:1]([CH2:3][C:4]1[CH:12]=[C:11]([O:13][CH3:14])[CH:10]=[CH:9][C:5]=1[C:6](O)=[O:7])#[N:2].[NH2:15][C:16]1[CH:20]=[C:19]([CH3:21])[NH:18][N:17]=1>C(O)(=O)C>[CH3:14][O:13][C:11]1[CH:12]=[C:4]2[C:5](=[CH:9][CH:10]=1)[C:6](=[O:7])[NH:2][C:1]([NH:15][C:16]1[CH:20]=[C:19]([CH3:21])[NH:18][N:17]=1)=[CH:3]2

Participants

4

Reactant 2

HCID 931461H-Pyrazol-3-amine, 5-methyl-HCID 2956352-Cyanomethyl-4-methoxy-benzoic acid

Product 1

HCID 57799777HCID 57799777, compoundYield 82.9%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
130 °C

Procedure

2-Cyanomethyl-4-methoxy-benzoic acid (1.91 g, 0.01 mol), 3-amino-5-methylpyrazol (1 g, 0.01 mol) and acetic acid (15 ml) were sealed in bottle (20 ml). The mixture was heated at 130° C. for 20 minutes under microwave irradiation. The mixture was concentrated and the residue was dissolved in 5 ml MeOH. The solution was added dropwise to 200 ml water. After stirred for 1 hour, solid was collected and dried to give product (2.24 g, 82% yield). LC-MS: 271 (MH+)

Workup

  1. concentrationThe mixture was concentrated
  2. dissolutionthe residue was dissolved in 5 ml MeOH
  3. additionThe solution was added dropwise to 200 ml water
  4. customsolid was collected
  5. customdried

Sources & evidence

ORD record
ord-d86dd980d827456692e0efb0c07f0ea4
Source dataset
uspto-grants-2009_08
Patent number
US07572809B2

Reaction notes

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