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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 624839Generated: October 29, 2026

Diisopropylethylamine → HCID 90204897, compound

https://huagongshe.com/reaction/624839

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantN-Methyl-tert-butylamineHCID 84552—
Reactant1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
Reactant1-Hydroxybenzotriazole hydrateHCID 2796029—
Reactant6-(Cyclopropylmethoxy)-5-(3,3-difluoroazetidin-1-yl)picolinic acidHCID 71087292—
SolventDimethylformamideHCID 6228—
ProductHCID 90204897HCID 90204897194%

Reaction Steps

A solution of 6-(cyclopropylmethoxy)-5-(3,3-difluoroazetidin-1-yl)picolinic acid (10 mg, 35 μmol), N,2-dimethylpropan-2-amine (CAN 94896-77-2, 3.68 mg, 42.2 μmol), 1-hydroxybenzotriazole hydrate (11 mg, 70 μmol), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (12 mg, 70 μmol) and DIEA (18.2 mg, 24 μl, 141 μmol) in DMF (157 μL) was stirred for 2 d at ambient temperature. The reaction mixture was poured onto ice-water/1N HCl (20 mL), extracted with EtOAc (2×30 mL) and washed with ice-water/brine (20 mL). The organic layers were combined, dried over Na2SO4 and concentrated in vacuo to give 24 mg of a yellow oil which was purified by TLC (silica gel, Heptane/EtOAc 1:1, elution with DCM/EtOAc 1:1) to give the title compound (11 mg, 89%) as light yellow oil; MS (EI): m/e=354.5 [MH+].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09303012B2
Source datasetuspto-grants-2016_04
ORD IDord-942d1415e573497aa4dbf9a0e31a877a
Source noteuspto-grants-2016_04