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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1409462Generated: October 31, 2026

(S)-4-(1-(1-aminopropan-2-yl)-1H-pyrazol-3-yl)-2-chloro-6-fluorobenzonitrile → (S)-N-(2-(3-(3-Chloro-4-cyano-5-fluorophenyl)-1H-pyrazol-1-yl)propyl)-3-(2-hydroxypropan-2-yl)-1,2,4-oxadiazole-5-carboxamide

https://huagongshe.com/reaction/1409462

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(S)-4-(1-(1-aminopropan-2-yl)-1H-pyrazol-3-yl)-2-chloro-6-fluorobenzonitrileHCID 67171415—
ReactantEthyl 3-(2-hydroxypropan-2-yl)-1,2,4-oxadiazole-5-carboxylateHCID 70981191—
Product(S)-N-(2-(3-(3-Chloro-4-cyano-5-fluorophenyl)-1H-pyrazol-1-yl)propyl)-3-(2-hydroxypropan-2-yl)-1,2,4-oxadiazole-5-carboxamideHCID 70981038—

Reaction Steps

The title compound was prepared using the procedure described in Example 52(g) starting from ethyl 3-(2-hydroxypropan-2-yl)-1,2,4-oxadiazole-5-carboxylate (1.5 mmol, 300 mg) and (S)-4-(1-(1-aminopropan-2-yl)-1H-pyrazol-3-yl)-2-chloro-6-fluorobenzonitrile (1.5 mmol, 417 mg). Yield 160 mg. 1H-NMR (400 MHz; DMSO-d6): δ 1.49 (bs, 9H), 3.57-3.64 (m, 1H), 3.68-3.76 (m, 1H), 4.69-4.75 (m, 1H), 5.69 (s, 1H), 7.02 (d, 1H), 7.89 (d, 1H), 7.94 (d, 1H), 7.99 (s, 1H), 9.46 (t, 1H). LC-MS: [M+1]=433.17.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08921378B2
Source datasetuspto-grants-2014_12
ORD IDord-af9cb03ef634437cb33d20acf8ec81fe
Source noteuspto-grants-2014_12