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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1402760Generated: November 1, 2026

Dichloromethane → HCID 66739331, compound

https://huagongshe.com/reaction/1402760

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantDimethyl SulfateHCID 6497—
ReactantSodium HydroxideHCID 14798—
ReactantHCID 46852135HCID 46852135—
SolventMethanolHCID 887—
SolventTetrahydrofuranHCID 8028—
ProductAmmoniaHCID 222—
ProductHCID 66739331HCID 6673933150.6%

Reaction Steps

To a stirred solution of 2-({3-[(4-cyclobutyl-1,4-diazepan-1-yl)carbonyl]azetidin-1-yl}carbonyl)-1H-benzimidazole (170 mg, 0.45 mmol) in THF (10 ml) was added NaOH (1.12 ml of a 2.5 M aqueous solution, 2.8 mmol). After 5 minutes, dimethylsulfate (0.2 ml, 2.1 mmol) was added and the reaction was stirred at room temperature for 16 hours. The reaction was then concentrated at reduced pressure and purified directly via FCC (using a gradient of eluents; 98:2 to 95:5 DCM:2M NH3 in MeOH) to give the title compound (45 mg, 25% yield) as yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08912176B2
Source datasetuspto-grants-2014_12
ORD IDord-4d9afbb74bf64c7d8a62442ac7efea7d
Source noteuspto-grants-2014_12