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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 516461Generated: October 29, 2026

Dimethylformamide → HCID 178472578, compound

https://huagongshe.com/reaction/516461

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantDiisopropylethylamineHCID 81531—
ReactantMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
Reactant3-acetyl-1H-pyrazole-5-carboxylic acidHCID 16767346—
Reactant(2R,4R)-4-amino-5-(5'-chloro-2'-fluorobiphenyl-4-yl)-2-hydroxypentanoic acid ethyl esterHCID 86705150—
SolventDichloromethaneHCID 6344—
ProductHCID 178472578HCID 17847257814.6%

Reaction Steps

To a stirred solution of 3-acetyl-1H-pyrazole-5-carboxylic acid (50.9 mg, 330 mol), HATU (125 mg, 330 μmol), and DIPEA (104 μL, 0.6 mmol) in DMF (0.6 mL, 7.7 mmol), was added (2R,4R)-4-amino-5-(5′-chloro-2′-fluorobiphenyl-4-yl)-2-hydroxypentanoic acid ethyl ester (110 mg, 300 μmol). The resulting mixture was stirred at room temperature until the reaction was complete. The mixture was diluted with DCM and washed with saturated aqueous NaHCO3. The organics were dried over Na2SO4, and the solvent removed. Half of material was then purified by preparative HPLC to yield the title compound (22 mg) as a TFA salt. MS m/z [M+H]+ calc'd for C25H25ClFN3O5, 502.15. found 502.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09108934B2
Source datasetuspto-grants-2015_08
ORD IDord-339ee0f73dd6476793ff765c435975d4
Source noteuspto-grants-2015_08