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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2103769Generated: October 26, 2026

1-Hydroxybenzotriazole → N-(3,3-dimethylbutyl)-2-[2-(2,2-dimethylpropanoyl)-5-methoxy-1-benzofuran-3-yl]acetamide

https://huagongshe.com/reaction/2103769

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-HydroxybenzotriazoleHCID 75771—
ReactantDiisopropylethylamineHCID 81531—
Reactant3,3-Dimethylbutan-1-amine hydrochlorideHCID 42944931—
Reactant[2-(2,2-Dimethylpropanoyl)-5-methoxy-1-benzofuran-3-yl]acetic acidHCID 57804476—
Solvent1,2-DichloroethaneHCID 11—
SolventDimethylformamideHCID 6228—
ProductN-(3,3-dimethylbutyl)-2-[2-(2,2-dimethylpropanoyl)-5-methoxy-1-benzofuran-3-yl]acetamideHCID 11394701—

Reaction Conditions

Temperature45 °C

Reaction Steps

To a mixture of 29 mg [2-(2,2-dimethylpropanoyl)-5-methoxy-1-benzofuran-3-yl]acetic acid from the Step B Example 1, 23 mg HOBt, and 38.3 mg EDC was added 1 mL dry DMF. Add 24.9 mg (3,3-dimethylbutyl)amine hydrochloride followed by 61 μL DIEA. This solution was heated at 45° C. for 2 hours. It was purified directly on RP-HPLC using 60-75% MeCN gradient. The fractions containing pure product were pooled and lyophilized to give the title compound. LC-MS: 4.08 min. (m/Z=290.1, 374.2, 396.2).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07576122B2
Source datasetuspto-grants-2009_08
ORD IDord-6552561b9ccc42928a1e4f6d50ed9a22
Source noteuspto-grants-2009_08