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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2272597Generated: November 1, 2026

Water → HCID 86729756, compound

https://huagongshe.com/reaction/2272597

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant4-(Aminomethyl)benzonitrileHCID 82608—
Reactant3-((tert-Butoxycarbonyl)amino)-2-methylpropanoic acidHCID 4192640—
ReactantMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
SolventDimethylformamideHCID 6228—
ProductHCID 86729756HCID 8672975671%

Reaction Steps

A solution of 3-((tert-butoxycarbonyl)amino)-2-methylpropanoic acid (200 mg, 0.98 mmol), 4-(aminomethyl)benzonitrile (130 mg, 0.98 mmol), HATU (486 mg, 1.28 mmol) and TEA (0.411 mL, 2.95 mmol) in DMF (5 mL) was stirred at room temperature for 16 hr. Water was poured into the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was dried, and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography (solvent gradient; 20 to 67% ethyl acetate/hexane) to give tert-butyl (3-((4-cyanobenzyl)amino)-2-methyl-3-oxopropyl)carbamate (221 mg, 0.696 mmol, 70.8%) as a white powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09120776B2
Source datasetuspto-grants-2015_09
ORD IDord-75d3a791998a4775a6a35af7a4da7b2a
Source noteuspto-grants-2015_09