1H-Pyrazol-3-amine, 5-methyl- → HCID 178496070, compound

HRID 2100741Notes

Reaction equation

HRID 2100741 reaction equation
[C:1]([CH2:3][C:4]1[CH:12]=[C:11]([O:13][CH2:14][CH2:15][O:16][CH3:17])[C:10]([O:18][CH2:19][CH2:20][O:21][CH3:22])=[CH:9][C:5]=1[C:6](O)=[O:7])#[N:2].[NH2:23][C:24]1[CH:28]=[C:27]([CH3:29])[NH:26][N:25]=1>C(O)(=O)C>[CH3:17][O:16][CH2:15][CH2:14][O:13][C:11]1[CH:12]=[C:4]2[C:5](=[CH:9][C:10]=1[O:18][CH2:19][CH2:20][O:21][CH3:22])[C:6]([OH:7])=[N:2][C:1]([NH:23][C:24]1[CH:28]=[C:27]([CH3:29])[NH:26][N:25]=1)=[CH:3]2

Participants

4

Reactant 2

HCID 931461H-Pyrazol-3-amine, 5-methyl-HCID 57799482HCID 57799482, compound

Product 1

HCID 178496070HCID 178496070, compoundYield 79.7%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
130 °C

Procedure

A mixture of 2-Cyanomethyl-4,5-bis-(2-methoxy-ethoxy)-benzoic acid (2 g, 6.47 mmol), 3-amino-5-methylpyrazol (1.26 g, 12.9 mmol) in acetic acid (10 ml) was 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 1 ml MeOH, and this solution was added dropwise to 20 ml water. After stirred for half an hour, solid was collected and dried to give product (2 g, 79.7%). LC-MS: m/e 389(MH+).

Workup

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

Sources & evidence

ORD record
ord-08b035f22e81402c885603ec8b8b0f03
Source dataset
uspto-grants-2009_08
Patent number
US07572809B2

Reaction notes

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