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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2387337Generated: October 30, 2026

Water → HCID 44544091, compound

https://huagongshe.com/reaction/2387337

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
ReactantHCID 67053021HCID 67053021—
SolventMethanolHCID 887—
ProductHCID 44544091HCID 4454409148.2%

Reaction Conditions

Temperature70 °C

Reaction Steps

To a vial was added {4-[6-(2-{[1-dimethylaminomethylidene]sulfamoyl}phenyl)-4-hydroxy-6-methyl-4-trifluoromethylhept-1-ynyl]-6-ethanesulfonylpyridin-3-yl}carbamic acid tert-butyl ester (48 mg, 0.07 mmol) in 3 mL of methanol, followed by the addition of DBU (106 mg, 0.7 mmol). The reaction mixture was stirred at 70° C. for 90 minutes. To the reaction was added 0.5 mL of water, and the reaction mixture was stirred at 70° C. for 1.5 hours. The reaction mixture was concentrated in vacuo. The crude mixture was purified by flash chromatography. The column was eluted with 0-5% MeOH/CH2Cl2 to afford 18 mg (48%) of 2-[3-(5-ethanesulfonyl-1H-pyrrolo[2,3-c]pyridin-2-ylmethyl)-4,4,4-trifluoro-3-hydroxy-1,1-dimethylbutyl]benzenesulfonamide. MS (ES+) m/z 534 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08268859B2
Source datasetuspto-grants-2012_09
ORD IDord-49b08bb30aea453682468ecf943447e0
Source noteuspto-grants-2012_09