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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1397614Generated: November 1, 2026

Diisopropylethylamine → N-[(1S)-2,3-dihydro-1H-inden-1-yl]-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidin-4-amine

https://huagongshe.com/reaction/1397614

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant5-(2-aminoethyl)-6-chloro-N-[(1S)-2,3-dihydro-1H-inden-1-yl]pyrimidin-4-amineHCID 59671235—
Solvent1,4-DioxaneHCID 31275—
ProductN-[(1S)-2,3-dihydro-1H-inden-1-yl]-6,7-dihydro-5H-pyrrolo[2,3-d]pyrimidin-4-amineHCID 5967119693%

Reaction Conditions

Temperature160 °C

Reaction Steps

5-(2-aminoethyl)-6-chloro-N-[(1S)-2,3-dihydro-1H-inden-1-yl]pyrimidin-4-amine (1.00 g, 3.46 mmol) and N,N-diisopropylethylamine (1.21 mL, 6.92 mmol) were dissolved in 1,4-dioxane (19 mL) and the solution was heated in a pressure tube at 160° C. for 48 hours. At that time, LCMS indicated complete conversion. Solvent was removed in vacuo and the residue was purified using chromatography on silica gel using gradient 0 to 20% MeOH in methylene chloride to afford the title compound (0.81 g, 93%). LC/MS: Rt=1.55 min, ES+ 253 (AA standard).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08901136B2
Source datasetuspto-grants-2014_12
ORD IDord-b460fe38d44145cbad7cef75e7ee43e9
Source noteuspto-grants-2014_12