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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 624877Generated: October 30, 2026

Methanol → HCID 76283582, compound

https://huagongshe.com/reaction/624877

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantTetrahydrofuranHCID 8028—
ReactantSodium HydroxideHCID 14798—
ReactantHCID 131735192HCID 131735192—
SolventWaterHCID 962—
ProductHCID 76283582HCID 7628358294.1%

Reaction Steps

A solution of 2-(N-tert-butyl-6-(cyclopropylmethoxy)-5-(3,3-difluoroazetidin-1-yl)picolinamido)acetate (Example 23, 58 mg, 136 μmol) in a mixture of 1N aqueous NaOH solution (164 μL, 164 μmol), THF (0.5 mL), MeOH (0.2 mL) and water (0.05 mL) was stirred at ambient temperature for 24 h and evaporated to dryness. The residue was partitioned between ice water/0.1N aqueous HCl solution (25 mL) and EtOAc (25 mL). The aqueous layer was extracted one more time with EtOAc (25 mL). The combined extracts were washed with ice/brine (25 mL), dried over Na2SO4 and brought to dryness to give the title compound (51 mg, 128 μmol, 94%) as light yellow solid; MS (EI): m/e=398.4 [MH+].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09303012B2
Source datasetuspto-grants-2016_04
ORD IDord-4fab913dc8534f94b37cb8dd6a01e4e0
Source noteuspto-grants-2016_04