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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1794595Generated: October 26, 2026

Triethylamine → tert-butyl N-[3-[1-(5-benzyl-3-methyl-4-oxo-[1,2]oxazolo[5,4-d]pyrimidin-6-yl)propyl-(4-methylbenzoyl)amino]propyl]carbamate

https://huagongshe.com/reaction/1794595

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant4-Methylbenzoyl ChlorideHCID 13405—
Reactanttert-butyl N-[3-[1-(5-benzyl-3-methyl-4-oxo-[1,2]oxazolo[5,4-d]pyrimidin-6-yl)propylamino]propyl]carbamateHCID 57587937—
SolventChloroformHCID 6212—
Producttert-butyl N-[3-[1-(5-benzyl-3-methyl-4-oxo-[1,2]oxazolo[5,4-d]pyrimidin-6-yl)propyl-(4-methylbenzoyl)amino]propyl]carbamateHCID 6882732695.1%

Reaction Steps

A solution of the compound of Example 1 Step 5 (50 mg, 0.11 mmol) in CHCl3 (10 mL) was treated with 4-toluoyl chloride (16.9 mg, 0.11 mmol) followed by Et3N (11.1 mg, 0.11 mmol). The resulting mixture was stirred at room temperature for 18 h, then concentrated under vacuum. The crude product was purified by preparative reverse-phase HPLC on a YMC S5 ODS 30×100 mm column to afford the desired product as a yellow glass (60 mg, 95%); LC/MS 100% at 4.32 min (ESI): 574 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07022850B2
Source datasetuspto-grants-2006_04
ORD IDord-7b0486ecebed4f1d9fb79000a09b1acd
Source noteuspto-grants-2006_04