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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2423105Generated: November 3, 2026

Methanol → HCID 135910366, compound

https://huagongshe.com/reaction/2423105

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantBoron tribromideHCID 25134—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 136085241HCID 136085241—
SolventWaterHCID 962—
SolventDichloromethaneHCID 6344—
ProductHCID 135910366HCID 13591036639.5%

Reaction Conditions

Temperature-78 °C

Reaction Steps

A solution of 5-chloro-1-{3-fluoro-4-[(phenylmethyl)oxy]phenyl}-1H-indazol-4-ol (D24) (0.072 g, 0.2 mmol) in dichloromethane (4 mL) was cooled to −78° C. and boron tribromide (0.4 mL of 1M solution in dichloromethane, 0.4 mmol) was added dropwise over 5 mins. After stirring at −78° C. for 3 hrs under argon, methanol (1 mL) was added and the mixture was diluted with dichloromethane (30 mL) and water (30 mL). The pH was adjusted to 7 with NaHCO3 solution and the aqueous layer was separated and extracted with ethyl acetate (35 mL×2). The combined extracts were washed with brine (25 mL), and evaporated. The product was purified by MDAP to give the title compound (E12) as a white solid (0.022 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07960563B2
Source datasetuspto-grants-2011_06
ORD IDord-79e01176af7a422c91642704201c4aa3
Source noteuspto-grants-2011_06