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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1478935Generated: November 3, 2026

Hydrochloric Acid → HCID 44201312, compound

https://huagongshe.com/reaction/1478935

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantTriethylamineHCID 8471—
Reactant3,3-Dimethylbutanoyl chlorideHCID 81514—
ReactantHCID 44200254HCID 44200254—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 44201312HCID 4420131270%

Reaction Steps

To a solution of compound 17 (320 mg, 0.70 mmol) in dichloromethane (4 ml) was added 4N HCl in dioxane (4 ml). The mixture was stirred for 1 hr at room temperature and concentrated in vacuo. To a solution of the resulting material were added triethylamine (293 μl, 0.49 mmol) and tert-butylacetyl chloride (117 μl, 0.84 mmol). After 30 min, water (10 ml) was added to quench the reaction. The aqueous phase was extracted with dichloromethane (5 ml) and the organic layer was washed with brine (10 ml), dried over anhydrous MgSO4 and concentrated in vacuo. The crude material was purified by preparative TLC (10% MeOH in dichloromethane) to provide compound 69 (220 mg, 70%) as a white solid. [M+H]+ 453.3, HPLC purity: 99%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09403789B2
Source datasetuspto-grants-2016_08
ORD IDord-9059e92ec2964d92b63a785c5ba617c6
Source noteuspto-grants-2016_08