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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1056569Generated: November 1, 2026

Dimethylformamide → HCID 73387939, compound

https://huagongshe.com/reaction/1056569

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium HydroxideHCID 14797—
ReactantCHLOROMETHYL ISOBUTYRATEHCID 9989325—
ReactantVemurafenibHCID 42611257—
SolventEthyl AcetateHCID 8857—
ProductHCID 73387939HCID 7338793963.3%

Reaction Conditions

Temperature10 °C

Reaction Steps

To a mixture of N-(3-(5-(4-chlorophenyl)-1H-pyrrolo[2,3-b]pyridine-3-carbonyl)-2,4-difluorophenyl)propane-1-sulfonamide (0.5 g, 1.02 mmol) and potassium hydroxide (115 mg, 2.04 mmol) in anhydrous DMF (4 mL) was added a solution of chloromethyl isobutyrate (37 mg, 0.25 mmol) in anhydrous DMF (1 mL) over 30 min at 10° C. The reaction was stirred at 10° C. for 3 h, then diluted with EtOAc (40 mL) and filtered. The filtrate was concentrated in vacuo and the residue was purified by a silica gel column chromatography (PE/EtOAc (v/v)=5/1 to 4/1) to afford the title compound as a white solid (0.39 g, 63.3%). The title compound was characterized by LC-MS and 1H NMR as shown below:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09399639B2
Source datasetuspto-grants-2016_07
ORD IDord-140129dc83744ef395ba5cd00a598b28
Source noteuspto-grants-2016_07