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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 624968Generated: October 30, 2026

Diisopropylethylamine → 3-[6-Cyclopropylmethoxy-5-(3,3-difluoro-azetidin-1-yl)-pyridine-2-carbonyl]-3-aza-bicyclo[3.1.0]hexane-6-carboxylic acid ethyl ester

https://huagongshe.com/reaction/624968

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantO-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 2733207—
Reactant3-Azabicyclo(3.1.0)hexane-6-carboxylic acid, ethyl esterHCID 3522274—
Reactant6-(Cyclopropylmethoxy)-5-(3,3-difluoroazetidin-1-yl)picolinic acidHCID 71087292—
Product3-[6-Cyclopropylmethoxy-5-(3,3-difluoro-azetidin-1-yl)-pyridine-2-carbonyl]-3-aza-bicyclo[3.1.0]hexane-6-carboxylic acid ethyl esterHCID 90203999—

Reaction Steps

In analogy to the procedure described in Example 47 b), 6-cyclopropylmethoxy-5-(3,3-difluoro-azetidin-1-yl)-pyridine-2-carboxylic acid (Example 1 b)) was reacted with ethyl 3-azabicyclo[3.1.0]hexane-6-carboxylate (179236-79-4) in the presence of TBTU and DIEA to obtain the title compound as colorless oil; MS (EI): m/e=422.5 [MH+].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09303012B2
Source datasetuspto-grants-2016_04
ORD IDord-026e3a24841d40539b39e6c5af2b4697
Source noteuspto-grants-2016_04