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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2360166Generated: October 31, 2026

Methanol → HCID 86659887, compound

https://huagongshe.com/reaction/2360166

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantBoron tribromideHCID 25134—
ReactantHCID 86659886HCID 86659886—
SolventDiethyl EtherHCID 3283—
SolventDichloromethaneHCID 6344—
ProductHCID 86659887HCID 86659887—

Reaction Steps

To a solution of 3-(di-n-propylaminocarbonylmethyl)-5-methoxy-1-methylindoline (62 mg, 0.20 mmol) in 1.0 mL of dry dichloromethane was added boron tribromide (0.116 mL, 1.20 mmol) at 0° C. After the reaction mixture was stirred at room temperature for 30 min, methanol (0.2 mL) was added. After the reaction mixture was diluted with diethyl ether, the solution was washed with saturated NaHCO3 aqueous solution and brine, and dried over MgSO4. After filtration, the filtrate was concentrated in vacuo to obtain crude 3-(di-n-propylaminocarbonylmethyl)-1-methylindolin-5-ol. The title compound was synthesized using the same procedure employed for Example 2 (2), but with the above product instead of 1-benzylindolin-5-ol. The product was obtained as a white solid (28.6 mg, 2 steps 32%) having the following characteristics.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08686024B2
Source datasetuspto-grants-2014_04
ORD IDord-3ee8a59b007e415489dbac22197529a4
Source noteuspto-grants-2014_04