Water → ethyl 7-((1-methyl-1H-pyrazol-4-yl)methylamino)pyrazolo[1,5-a]pyrimidine-5-carboxylate

HRID 1850363Notes

Reaction equation

Cl[C:2]1[N:7]2[N:8]=[CH:9][CH:10]=[C:6]2[N:5]=[C:4]([C:11]([O:13][CH2:14][CH3:15])=[O:12])[CH:3]=1.[CH3:16][N:17]1[CH:21]=[C:20]([CH2:22][NH2:23])[CH:19]=[N:18]1.C(N(CC)CC)C.O>CS(C)=O>[CH3:16][N:17]1[CH:21]=[C:20]([CH2:22][NH:23][C:2]2[N:7]3[N:8]=[CH:9][CH:10]=[C:6]3[N:5]=[C:4]([C:11]([O:13][CH2:14][CH3:15])=[O:12])[CH:3]=2)[CH:19]=[N:18]1

Participants

Conditions

Temperature: 100 °C

Procedure

To a solution of ethyl 7-chloropyrazolo[1,5-a]pyrimidine-5-carboxylate (2.0 g, 8.9 mmol) in 15 mL DMSO were added (1-methyl-1H-pyrazol-4-yl)methanamine and triethylamine (2.69 g, 3.71 mL, 26.6 mmol), and the mixture was heated at 100° C. under microwave irradiation for 15 minutes. The reaction was then added to water (50 mL), and the precipitate was collected by filtration. The resulting white solid was carried forward without further purification. MS (Electrospray): m/z 301.2 (MH+).

Workup

filtrationthe precipitate was collected by filtration
customThe resulting white solid was carried forward without further purification

Sources & evidence

ORD record: ord-b96000184f614e778b4a67cfa342387c
Source dataset: uspto-grants-2015_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08957077B2

Reaction notes

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