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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2103754Generated: October 27, 2026

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

https://huagongshe.com/reaction/2103754

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-HydroxybenzotriazoleHCID 75771—
ReactantDiisopropylethylamineHCID 81531—
ReactantCyclopropanemethanamine, N-propyl-HCID 117787—
Reactant[2-(2,2-Dimethylpropanoyl)-5-methoxy-1-benzofuran-3-yl]acetic acidHCID 57804476—
Solvent1,2-DichloroethaneHCID 11—
SolventDimethylformamideHCID 6228—
ProductN-(cyclopropylmethyl)-2-[2-(2,2-dimethylpropanoyl)-5-methoxy-1-benzofuran-3-yl]-N-propylacetamideHCID 11372565—

Reaction Conditions

Temperature40 °C

Reaction Steps

Dissolve a mixture of 17 mg [2-(2,2-dimethylpropanoyl)-5-methoxy-1-benzofuran-3-yl]acetic acid from the Step B Example 1 and 18.5 mg HOBt in 1 mL dry DMF. Add 12.6 μL N-propylcyclopropanemethylamine followed by 23.0 mg EDC and 35 μL DIEA. This solution was heated at 40° C. for 2 hours. It was purified directly on RP-HPLC using 60-100% MeCN gradient. The fractions containing pure product were pooled and lyophilized to give the title compound. LC-MS: 4.17 min. (m/Z=386.2, 302.1, 408.1).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07576122B2
Source datasetuspto-grants-2009_08
ORD IDord-bd3b4b8245cd4a239eb5106b8ac6c2f6
Source noteuspto-grants-2009_08