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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1192351Generated: November 3, 2026

Diisopropylethylamine → HCID 67539952, compound

https://huagongshe.com/reaction/1192351

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactanttert-Butyl piperazine-1-carboxylateHCID 143452—
ReactantHCID 86053731HCID 86053731—
SolventIsopropanolHCID 3776—
ProductHCID 67539952HCID 6753995267.7%

Reaction Conditions

Temperature-10 °C

Reaction Steps

A solution of 1-Benzenesulfonyl-3-bromo-4-chloro-1H-pyrazolo[3,4-d]pyrimidine (1.8 g, 4.8 mmol), Boc-piperazine (1.4 g, 7.2 mmol) and DIPEA (2.1 mL, 12 mmol) in IPA (40 mL) was stirred and heated at reflux overnight. The reaction mixture was cooled to −10° C., the solids isolated by vacuum filtration, rinsed with cold IPA and dried further on high vacuum line to give 4-(1-Benzenesulfonyl-3-bromo-1H-pyrazolo[3,4-d]pyrimidin-4-yl)-piperazine-1-carboxylic acid tert-butyl ester (1.7 g, 67%) as a white powder. LCMS (APCI+) m/z 523 and 525 [M+H]+; Rt: 3.57 min. 1H NMR (CDCl3, 400 MHz) δ 8.53 (1H, s), 8.23 (2H, d, J 8.5 Hz), 7.65 (1H, t, J 6.9 Hz), 7.54 (2H, t, J 7.8 Hz), 3.82-3.79 (4H, m), 3.60-3.57 (4H, m), 1.48 (9H, s.)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08680114B2
Source datasetuspto-grants-2014_03
ORD IDord-8f8de2101d1642b59811661a54474117
Source noteuspto-grants-2014_03