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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1693318Generated: November 1, 2026

Methanol → HCID 67280016, compound

https://huagongshe.com/reaction/1693318

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantSodium borohydrideHCID 4311764—
ReactantHCID 86641351HCID 86641351—
SolventWaterHCID 962—
ProductHCID 67280016HCID 6728001642%

Reaction Conditions

Temperature0 °C

Reaction Steps

Sodium borohydride (6 mg) was added to a mixture composed of the above di-tert-butyl {9,9-difluoro-2-[(4-methoxy-3,5-dimethylpyridin-2-yl)methyl]-8-oxo-2,7,8,9-tetrahydro-6-thia-1,2,3,5-tetraazabenzo[cd]azulen-4-yl}imidodicarbonate (41 mg) and methanol (2 ml) under ice-cooling, and the mixture was stirred at 0° C. for 30 minutes. Water was added to the reaction mixture, followed by extraction with ethyl acetate. The organic layer was washed with water. The organic layer was dried over sodium sulfate and filtered. Then, the filtrate was concentrated under reduced pressure. Dichloromethane (2 ml) and trifluoroacetic acid (0.5 ml) were added to the resulting residue, and the mixture was stirred at room temperature for four hours. The reaction mixture was concentrated under reduced pressure, and the resulting residue was purified by reversed phase liquid chromatography to obtain the title compound (8.7 mg, 42% in total from Example 110) as a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08158638B2
Source datasetuspto-grants-2012_04
ORD IDord-3aa847c491914444b4260611c176e1c5
Source noteuspto-grants-2012_04