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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1409383Generated: November 2, 2026

Dimethylformamide → HCID 178461759, compound

https://huagongshe.com/reaction/1409383

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantDichloromethaneHCID 6344—
Reactant(S)-4-(1-(2-aminopropyl)-1H-pyrazol-3-yl)-2-chloro-6-fluorobenzonitrileHCID 67170587—
ReactantHCID 178524790HCID 178524790—
SolventWaterHCID 962—
ProductHCID 178461759HCID 1784617591.9%

Reaction Steps

The title compound was prepared using the procedure described in Example 3(h) starting from 2-bromo-1H-imidazole-4-carboxylic acid (4.31 mmol, 0.822 g) and (S)-4-(1-(2-aminopropyl)-1H-pyrazol-3-yl)-2-chloro-6-fluorobenzonitrile (3.59 mmol, 1 g) using DMF (10 ml) as the solvent. DCM and water was added to the mixture, the layers were separated and the water phase was extracted with DCM. The combined organics were washed three times with water. The DCM phase was dried, filtered and evaporated. The crude product was purified by flash chromatography and preparative HPLC, respectively. 30.5 mg of the title compound was obtained. 1H-NMR (400 MHz, DMSO-d6): δ 1.10 (d, 3H), 4.24-4.49 (m, 3H), 7.00 (d, 1H), 7.62 (s, 1H), 7.83 (d, 1H), 7.87 (d, 1H), 7.96 (s, 1H), 8.11 (d, 1H), 13.23 (bs, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08921378B2
Source datasetuspto-grants-2014_12
ORD IDord-8c0e98f2204e410e8d8f559bbeea7ae0
Source noteuspto-grants-2014_12