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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 427312Generated: October 30, 2026

1,4,5,6-Tetrahydropyrimidin-2-amine → (2S)-2-(quinoline-8-sulfonylamino)-3-(4-(2-(1,4,5,6-tetrahydropyrimidin-2-ylcarbamoyl)-ethyl)-benzoylamino)-propionic acid tert-butyl ester

https://huagongshe.com/reaction/427312

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,4,5,6-Tetrahydropyrimidin-2-amineHCID 3287412—
Reactant(2S)-3-(4-(2-Methoxycarbonyl-ethyl)-benzoylamino)-2-(quinoline-8-sulfonylamino)-propionic acid tert-butyl esterHCID 15550490—
SolventDimethylformamideHCID 6228—
Product(2S)-2-(quinoline-8-sulfonylamino)-3-(4-(2-(1,4,5,6-tetrahydropyrimidin-2-ylcarbamoyl)-ethyl)-benzoylamino)-propionic acid tert-butyl esterHCID 15550491—

Reaction Steps

65 mg (0.12 mmol) of (2S)-3-(4-(2-methoxycarbonyl-ethyl)-benzoylamino)-2-(quinoline-8-sulfonylamino)-propionic acid tert-butyl ester was dissolved in 1 ml of dimethylformamide and 59 mg (0.6 mmol) of 2-amino-1,4,5,6-tetrahydropyrimidine was added. The reaction was stirred at room temperature for 20 hours. The solvent was removed in vacuo and the residue was chromatographed on silica gel eluting with dichloromethane/methanol (1/1), followed by dichloromethane/methanol/acetic acid/water (85/15/1.5/1.5). Yield 72 mg. MS (ES+): m/e=609.3 (M+H+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06313119B1
Source datasetuspto-grants-2001_11
ORD IDord-faa9720247e343729d236f4748a51ef9
Source noteuspto-grants-2001_11