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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 57451Generated: October 29, 2026

Methanol → HCID 86730205, compound

https://huagongshe.com/reaction/57451

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantLithium borohydrideHCID 4148881—
ReactantEthyl 5-chloro-6-(1,1-difluoroethyl)nicotinateHCID 86730206—
SolventDiethyl EtherHCID 3283—
ProductHCID 86730205HCID 8673020595.1%

Reaction Conditions

Temperature40 °C

Reaction Steps

To a solution of ethyl 5-chloro-6-(1,1-difluoroethyl)nicotinate (2.68 g, 10.74 mmol) in Et2O (40 mL) was added LiBH4 (0.351 g, 16.10 mmol), followed by dropwise addition of methanol (0.653 mL, 16.10 mmol). The reaction was refluxed at 40° C. for one hour. The reaction mixture was then cooled to 0° C., and quenched with HCl (1M) until pH=2 for aqueous layer. The phases were separated and the aqueous layer was extracted with DCM (3×50 mL). The organic was then dried (Na2SO4) and concentrated under reduced pressure to give final crude product (2.12 g). LCMS m/z 208.0 (M+H)+, Rt 0.63 min.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09434719B2
Source datasetuspto-grants-2016_09
ORD IDord-ec68920441b04f92af4b5a87376574ac
Source noteuspto-grants-2016_09