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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1892117Generated: November 4, 2026

Diisopropylethylamine → (S)-tert-butyl 2-methyl-4-(5-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperazine-1-carboxylate

https://huagongshe.com/reaction/1892117

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactanttert-Butyl (2S)-2-methylpiperazine-1-carboxylateHCID 10081508—
Reactant4-Chloro-5-methyl-7H-pyrrolo(2,3-d)pyrimidineHCID 14809282—
SolventIsopropanolHCID 3776—
Product(S)-tert-butyl 2-methyl-4-(5-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperazine-1-carboxylateHCID 6879642738%

Reaction Conditions

Temperature120 °C

Reaction Steps

(S)-tert-butyl 2-methylpiperazine-1-carboxylate (3 g, 15 mmol), N,N-diisopropylethylamine (3 ml), and 4-chloro-5-methyl-7H-pyrrolo[2,3-d]pyrimidine (2 g, 12 mmol) were added to isopropanol (10 ml). The solution was heated at 120° C. in a sealed pressure tube for 12 hours. The reaction was concentrated under vacuum, and the residue was purified by flash chromatography (80 g SiO2, 0-5% MeOH: CH2Cl2, 50 min) to give clean (S)-tert-butyl 2-methyl-4-(5-methyl-7H-pyrrolo[2,3-d]pyrimidin-4-yl)piperazine-1-carboxylate (1.5 g, 4.5 mmol, 38%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08507672B2
Source datasetuspto-grants-2013_08
ORD IDord-e023729ae0a94ee487aee8de536b3c1f
Source noteuspto-grants-2013_08