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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 40865Generated: October 29, 2026

Isopropylamine → Benzyl 3-(5-cyano-2-(isopropylamino)pyrimidin-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-ylcarbamate

https://huagongshe.com/reaction/40865

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIsopropylamineHCID 6363—
ReactantDiisopropylethylamineHCID 81531—
ReactantBenzyl 3-(5-cyano-2-(methylsulfonyl)pyrimidin-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-ylcarbamateHCID 68668408—
SolventTetrahydrofuranHCID 8028—
ProductBenzyl 3-(5-cyano-2-(isopropylamino)pyrimidin-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-ylcarbamateHCID 6866835782%

Reaction Steps

Benzyl 3-(5-cyano-2-(methylsulfonyl)pyrimidin-4-yl)-1-tosyl-1H-pyrrolo[2,3-b]pyridin-5-ylcarbamate (0.826 g, 1.372 mmol) in THF (30 mL) was treated with isopropylamine (0.234 mL, 2.744 mmol, 2.0 Eq) and DIPEA (0.478 mL, 2.744 mmol, 2.0 Eq) and allowed to heat at reflux for 1 hour. The mixture was concentrated in vacuo and purified by column chromatography (ISCO Companion™, 40 g column, 0-100% EtOAc/Petroleum ether) to give 0.651 g (82%) of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08530489B2
Source datasetuspto-grants-2013_09
ORD IDord-8f4f1c8229fe4d978dccad9f31d02a0e
Source noteuspto-grants-2013_09