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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1879376Generated: October 31, 2026

Cyclopentyl methyl ether → HCID 58468017, compound

https://huagongshe.com/reaction/1879376

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCyclopentyl methyl etherHCID 138539—
ReactantLithium borohydrideHCID 4148881—
ReactantHCID 67115853HCID 67115853—
ProductHCID 58468017HCID 5846801756%

Reaction Conditions

Temperature0 °C

Reaction Steps

Lithium borohydride (0.283 g, 13.01 mmol) was added to a cyclopentyl methyl ether (15 mL) solution of (6S,9R)-6-(3,5-difluorophenyl)-9-(triisopropylsilyloxy)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyridin-5-one (1.4496 g, 3.25 mmol) at 0° C. under nitrogen. The reaction was stirred at 0° C. for 6 h at room temperature. The reaction was quenched by adding methanol and continued to stir for 0.5 h. The solvent was removed via vacuum and the crude residue was taken up in ethyl acetate, which was washed by water three times. Flash chromatography using ethyl acetate in hexane from 0 to 10% gave the desired product (56%). HPLC tR=3.05 min,

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08314117B2
Source datasetuspto-grants-2012_11
ORD IDord-d031a02e88fd4ac6bb81193ddee8036d
Source noteuspto-grants-2012_11