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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 398373Generated: October 29, 2026

Dimethylformamide → HCID 23000187, compound

https://huagongshe.com/reaction/398373

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantDiisopropylethylamineHCID 81531—
ReactantMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
ReactantHCID 23000258HCID 23000258—
ProductHCID 23000187HCID 23000187—

Reaction Steps

To a stirred solution of 3-benzyloxy-4-carboxy-6-methyl-1-tert-butyloxycarbonylmethyl-2-pyridinone from step 3 above (0.91 g, 2.3 mmol) in DMF (6 mL) was added dilsobutylamine (0.48 mL, 2.8 mmol), HATU (1.76 g, 4.6 mmol), and DIEA (0.45 mL, 2.6 mmol). The resulting solution was stirred at ambient temperature for 18 h. The solvents were removed in vacuo and the residue was purified by flash column chromatography using a gradient elution of 25-50% EtOAc:hexanes to give the title compound as an oil (0.80 g; HPLC RT 24.80 min, method B).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06610692B1
Source datasetuspto-grants-2003_08
ORD IDord-0f42f5a908884eefaf27c6ca9362f030
Source noteuspto-grants-2003_08