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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2283420Generated: November 2, 2026

Ammonium Chloride → HCID 89544451, compound

https://huagongshe.com/reaction/2283420

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
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—
ReactantHCID 89544672HCID 89544672—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 89544451HCID 89544451—

Reaction Steps

Step 2 To a stirred solution of 3-{[(1R)-1-{4-chloro-2-fluoro-3-[(pyridin-3-yl)carbonyl]phenyl}-propyl]amino}-3-methylbutanoic acid (0.023 g, 0.0585 mmol), iPr2NEt (0.0714 mL, 0.41 mmol) and ammonium chloride (0.0157 g, 0.293 mmol) in DMF (0.351 mL) at 0° C. was added HATU (0.0334 g, 0.0878 mmol). The mixture was allowed to warm to room temperature and stirred for 1 hour. The mixture was poured into EtOAc and washed with water (×3). The organic extract was dried (Na2SO4), filtered and concentrated. The material was converted to the HCl salt and triturated with EtOAc providing 3-{[(1R)-1-{4-chloro-2-fluoro-3-[(pyridin-3-yl)carbonyl]phenyl}propyl]amino}-3-methylbutanamide, 0.013 g, 52%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09145354B2
Source datasetuspto-grants-2015_09
ORD IDord-aaf25da884694a8f941a2ac75be64567
Source noteuspto-grants-2015_09