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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 240467Generated: October 30, 2026

Carbon Tetrachloride → tert-Butyl 3-(chloromethyl)-1H-pyrrolo[2,3-b]pyridine-1-carboxylate

https://huagongshe.com/reaction/240467

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCarbon TetrachlorideHCID 5943—
ReactantTriphenylphosphineHCID 11776—
Reactanttert-Butyl 3-(hydroxymethyl)-1H-pyrrolo(2,3-b)pyridine-1-carboxylateHCID 49758903—
SolventDimethylformamideHCID 6228—
Producttert-Butyl 3-(chloromethyl)-1H-pyrrolo[2,3-b]pyridine-1-carboxylateHCID 21463021—

Reaction Steps

A mixture of 1-(tert-butyloxycarbonyl)-3-(hydroxymethyl)-7-azaindole (Int-17, 8.4 g, 34 mmol), triphenylphosphine (9.9 g, 37 mmol), dry CCl4 (50 mL) in dry DMF (35 mL) were stirred at room temperature for 48 h. Solvents were removed and the residue was purified by flash column chromatography to give chloride Int-14 (3.45 g, 38%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08648086B2
Source datasetuspto-grants-2014_02
ORD IDord-32715abe7a8042a9a9999a90659dda8c
Source noteuspto-grants-2014_02