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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1484852Generated: October 30, 2026

HCID 58169499, compound → HCID 50943143, compound

https://huagongshe.com/reaction/1484852

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 58169499HCID 58169499—
SolventMethanolHCID 887—
SolventSodium HydroxideHCID 14798—
ProductHCID 50943143HCID 5094314348%

Reaction Steps

To the solution of crude N-(5-cyclopropyl-1H-pyrazol-3-yl)-2-phenyl-5-((trimethylsilyl)ethynyl) pyrimidin-4-amine in MeOH (3 mL), 20% NaOH was added until the pH was adjusted to 12. After stirring at rt for 15 min, the reaction mixture was evaporated to dryness and purified by silica gel chromatography (hexane/EtOAc=3:1-1:1 as eluent) to afford N-(5-cyclopropyl-1H-pyrazol-3-yl)-5-ethynyl-2-phenylpyrimidin-4-amine (Compound 14) (71 mg, 48%). LC-MS (m/z): 302.1 [M+H]+. 1H NMR (300 MHz, DMSO-d6): δ 0.71-0.76 (m, 2H), 0.94-1.01 (m, 2H), 1.90-1.99 (m, 1H), 6.18-6.28 (bs, 1H), 7.06-7.10 (bs, 1H), 7.51-7.53 (m, 3H), 8.34-8.39 (m, 3H), 9.86 (s, 1H), 12.10 (s, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09422271B2
Source datasetuspto-grants-2016_08
ORD IDord-5537dce049aa448a9fe10a3a0bfc1f66
Source noteuspto-grants-2016_08