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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 896346Generated: October 29, 2026

Hydrochloric Acid → [2-(3-cyclopropyl-2,4-dioxo-3,4-dihydro-2H-quinazolin-1-ylmethyl)-1-(3-methyl-butyl)-1H-benzoimidazol-5-ylmethyl]-carbamic acid tert-butyl ester

https://huagongshe.com/reaction/896346

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactanttert-Butylimino-tri(pyrrolidino)phosphoraneHCID 3856267—
Reactant3-cyclopropyl-1H-quinazoline-2,4-dioneHCID 17221449—
ReactantHCID 59561810HCID 59561810—
SolventDimethylformamideHCID 6228—
Product[2-(3-cyclopropyl-2,4-dioxo-3,4-dihydro-2H-quinazolin-1-ylmethyl)-1-(3-methyl-butyl)-1H-benzoimidazol-5-ylmethyl]-carbamic acid tert-butyl esterHCID 6971885580%

Reaction Steps

To a solution of the 3-cyclopropyl-1H-quinazoline-2,4-dione (148 mg, 0.73 mmol) in DMF (10 mL) was added BTPP (684 mg, 2.19 mmol). After stirring for 20 minutes, [2-chloromethyl-1-(3-methyl-butyl)-1H-benzoimidazol-5-ylmethyl]-carbamic acid tert-butyl ester; HCl salt (294 mg, 0.73 mmol) was added and the resulting mixture was stirred at room temperature overnight. The solvent was removed in vacuo and the residue precipitated from water. The title compound was collected by filtration and extensively washed with water and dried in vacuo to yield [2-(3-cyclopropyl-2,4-dioxo-3,4-dihydro-2H-quinazolin-1-ylmethyl)-1-(3-methyl-butyl)-1H-benzoimidazol-5-ylmethyl]-carbamic acid tert-butyl ester as an off-white solid (310 mg, 80%):

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06919331B2
Source datasetuspto-grants-2005_07
ORD IDord-416c61d600ae4d5dafd6bb752c73ab04
Source noteuspto-grants-2005_07