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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1484871Generated: October 30, 2026

3-cyclopropyl-1H-pyrazol-5-amine → HCID 58169553, compound

https://huagongshe.com/reaction/1484871

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-cyclopropyl-1H-pyrazol-5-amineHCID 2758014—
ReactantHCID 58169121HCID 58169121—
Solvent1-ButanolHCID 263—
ProductHCID 58169553HCID 5816955377,325.297%

Reaction Conditions

Temperature90 °C

Reaction Steps

To 4-chloro-5-nitro-2-(pyridin-2-yl)pyrimidine (1.42 g, 0.006 mmol, 1 equiv.) in BuOH (20 mL) was added 5-cyclopropyl-1H-pyrazol-3-amine (1.23 g, 0.01 mmol, 1.6 equiv.) After heating at 90° C. for 4 h. the reaction mixture was filtered to produce N-(5-cyclopropyl-1H-pyrazol-3-yl)-5-nitro-2-(pyridin-2-yl)pyrimidin-4-amine (1.5 g, 79%). LC-MS (m/z)=324 [M+H]+; 1H NMR (400 MHz, DMSO-d6): δ0.74-0.77 (m, 2H), 0.97-1.02 (m, 2H), 1.93-2.00 (m, 1H), 7.00 (s, 1H), 7.60-7.63 (m, 1H), 8.03-8.06 (m, 1H), 8.43 (d, J=7.6 Hz, 1H), 8.84 (d, J=4.0 Hz, 1H), 9.37 (s, 1H), 10.24 (s, 1H)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09422271B2
Source datasetuspto-grants-2016_08
ORD IDord-9c24f66fd858490592adce66ff3a07ab
Source noteuspto-grants-2016_08