1H-Pyrazol-3-amine, 5-methyl- → HCID 178496072, compound

HRID 2100731Notes

Reaction equation

HRID 2100731 reaction equation
[C:1]([CH2:3][C:4]1[CH:12]=[C:11]([O:13][CH3:14])[C:10]([O:15][CH2:16][CH2:17][O:18][CH3:19])=[CH:9][C:5]=1[C:6](O)=[O:7])#[N:2].[NH2:20][C:21]1[CH:25]=[C:24]([CH3:26])[NH:23][N:22]=1>C(O)(=O)C>[CH3:14][O:13][C:11]1[CH:12]=[C:4]2[C:5](=[CH:9][C:10]=1[O:15][CH2:16][CH2:17][O:18][CH3:19])[C:6]([OH:7])=[N:2][C:1]([NH:20][C:21]1[CH:25]=[C:24]([CH3:26])[NH:23][N:22]=1)=[CH:3]2

Participants

4

Reactant 2

HCID 931461H-Pyrazol-3-amine, 5-methyl-HCID 57799696HCID 57799696, compound

Product 1

HCID 178496072HCID 178496072, compoundYield 61.6%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
130 °C

Procedure

A mixture of 2-Cyanomethyl-4-methoxy-5-(2-methoxy-ethoxy)-benzoic acid (1.0 g, 3.77 mmol), 3-amino-5-methylpyrazol (0.73 g, 7.54 mmol) in acetic acid (10 ml) were sealed in microwave process vial (20 ml). The mixture was heated at 130° C. for 30 minutes under microwave irradiation. After removal of acetic acid, the residue was dissolved in 2 ml MeOH. This solution was added dropwise to 100 ml water, and the solid was collected and dried to give product (0.8 g, 61.6%). LC-MS: m/e 345 (MH+).

Workup

  1. customwere sealed in microwave process vial (20 ml)
  2. customAfter removal of acetic acid
  3. dissolutionthe residue was dissolved in 2 ml MeOH
  4. additionThis solution was added dropwise to 100 ml water
  5. customthe solid was collected
  6. customdried

Sources & evidence

ORD record
ord-92f4cd2cee6746a0a545e44473380b44
Source dataset
uspto-grants-2009_08
Patent number
US07572809B2

Reaction notes

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