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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1743938Generated: October 30, 2026

Sodium → 6-Bromo-2-methyl-4-pyrrolidin-1-yl-quinolin-7-ol

https://huagongshe.com/reaction/1743938

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodiumHCID 5360545—
Reactant7-Benzyloxy-6-bromo-2-methyl-4-pyrrolidin-1-yl-quinolineHCID 22054538—
CatalystTitanium TetrachlorideHCID 24193—
SolventDichloromethaneHCID 6344—
Product6-Bromo-2-methyl-4-pyrrolidin-1-yl-quinolin-7-olHCID 13580412063.5%

Reaction Steps

To a cooled (0° C.) solution of 7-benzyloxy-6-bromo-2-methyl-4-pyrrolidin-1-yl-quinoline (2.3 g, 5.79 mmol) in dichloromethane (70 mL) was added a 1M solution of titanium tetrachloride in dichloromethane (48.6 mL, 48.6 mmol) within 20 min. After 1 h, the reaction mixture was poured onto an aqueous solution of sodium hydrogenocarbonate, extracted with dichloromethane and evaporated. 1.13 g of the title compound was obtained. Yellow solid, ISP-MS: m/e=308.1 ([M+H]+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07012073B2
Source datasetuspto-grants-2006_03
ORD IDord-6cec9e2737ad44d08208feeb21c757ac
Source noteuspto-grants-2006_03