Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2241321Generated: October 31, 2026

Dichloromethane → HCID 68516494, compound

https://huagongshe.com/reaction/2241321

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantHCID 68509730HCID 68509730—
Reactant1-(4-methoxybenzyl)-4-chloro-3-methyl-1H-pyrazolo[3,4-b]pyridineHCID 68512399—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventBromobenzeneHCID 7961—
ProductHCID 68516494HCID 6851649474.4%

Reaction Conditions

Temperature150 °C

Reaction Steps

To a stirred solution of N-benzyl-N-(3-fluoro-4-hydroxyphenyl)acetamide (34 mg, 0.13 mmol) and 1-(4-methoxybenzyl)-4-chloro-3-methyl-1H-pyrazolo[3,4-b]pyridine (29 mg, 0.1 mmol) (prepared in Example 43, step E) in 400 μL bromobenzene in a capped reaction vial was added DMAP (25 mg, 0.20 mmol). The solution was heated to 150° C. overnight. The reaction was cooled to ambient temperature and loaded onto a Biotage 12S column with dichloromethane and eluted with ethyl acetate to provide the desired product as a tan solid (38 mg, 74% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07723330B2
Source datasetuspto-grants-2010_05
ORD IDord-6a95f4f3bf7248b5b8100a2172efa68c
Source noteuspto-grants-2010_05