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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1056563Generated: October 30, 2026

Triethylamine → HCID 73387843, compound

https://huagongshe.com/reaction/1056563

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantChloromethyl pivalateHCID 87885—
ReactantVemurafenibHCID 42611257—
SolventDimethylformamideHCID 6228—
ProductHCID 73387843HCID 7338784324.8%

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 (0.1 g, 0.2 mmol) and Et3N (57 μL, 0.41 mmol) in DMF (1 mL) was added chloromethyl pivalate (35 μL, 0.25 mmol) at rt. The reaction was stirred at rt for 24 h, then concentrated in vacuo. The residue was purified by a silica gel column chromatography (PE/EtOAc (v/v)=4/1 to 1/1) to afford (5-(4-chlorophenyl)-3-(2,6-difluoro-3-(propylsulfonamido)benzoyl)-1H-pyrrolo[2,3-b]pyridin-1-yl)methyl pivalate (30 mg, 23%) and (N-(3-(5-(4-chlorophenyl)-1-((pivaloyloxy)methyl)-1H-pyrrolo[2,3-b]pyridine-3-carbonyl)-2,4-difluorophenyl) propylsulfonamido) methyl pivalate (20 mg, 13.3%) as white solids. The title compounds were 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-c0fea9c56fd541edb691a0d1eb8022fc
Source noteuspto-grants-2016_07