1H-Pyrazol-3-amine, 5-methyl- → HCID 178486654, compound

HRID 2100727Notes

Reaction equation

HRID 2100727 reaction equation
[C:1]([CH2:3][C:4]1[CH:12]=[C:11]([O:13][CH3:14])[C:10]([F:15])=[CH:9][C:5]=1[C:6](O)=[O:7])#[N:2].[NH2:16][C:17]1[CH:21]=[C:20]([CH3:22])[NH:19][N:18]=1>C(O)(=O)C>[F:15][C:10]1[CH:9]=[C:5]2[C:4]([CH:3]=[C:1]([NH:16][C:17]3[CH:21]=[C:20]([CH3:22])[NH:19][N:18]=3)[N:2]=[C:6]2[OH:7])=[CH:12][C:11]=1[O:13][CH3:14]

Participants

4

Reactant 2

HCID 931461H-Pyrazol-3-amine, 5-methyl-HCID 577998772-Cyanomethyl-5-fluoro-4-methoxy-benzoic acid

Product 1

HCID 178486654HCID 178486654, compoundYield 77%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
130 °C

Procedure

2-Cyanomethyl-5-fluoro-4-methoxy-benzoic acid (1.75 g), 3-amino-5-methylpyrazol (1.63 g), acetic acid (15 ml), were sealed in a process vial. The mixture was heated at 130° C. for 30 minutes under microwave irradiation. The mixture was concentrated, and the residue was dissolved in 5 ml MeOH. The resulting solution was added dropwise to 200 ml water. After stirred for 1 hour, the solid was collected, and dried to give product (1.85 g, 77% yield). LC-MS: m/e 289 (MH+)

Workup

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

Sources & evidence

ORD record
ord-c8f57509e4914cb3992b5902f657d94f
Source dataset
uspto-grants-2009_08
Patent number
US07572809B2

Reaction notes

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