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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1257734Generated: November 3, 2026

Diisopropylethylamine → HCID 67345319, compound

https://huagongshe.com/reaction/1257734

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant1-BOC-3-AminopiperidineHCID 545809—
Reactant1-(benzenesulfonyl)-4-chloro-5-nitro-1H-pyrrolo(2,3-b)pyridineHCID 58394774—
SolventIsopropanolHCID 3776—
ProductHCID 67345319HCID 6734531987%

Reaction Conditions

Temperature80 °C

Reaction Steps

A suspension of 1-benzenesulfonyl-4-chloro-5-nitro-1H-pyrrolo[2,3-b]pyridine (15.3 g, 45.4 mmol), 3-amino-piperidine-1-carboxylic acid tert-butyl ester (10.00 g, 49.9 mmol), and diisopropylethylamine (25 ml, 140 mmol) in propan-2-ol (200 ml) was heated at 80° C. for 20 h. The mixture was then cooled to 25° C. and stirred for 12 h. The resulting yellow solid was collected by vacuum filtration, washed with propan-2-ol (1×30 ml), and was air-dried to afford 3-(1-benzenesulfonyl-5-nitro-1H-pyrrolo[2,3-b]pyridin-4-ylamino)-piperidine-1-carboxylic acid tert-butyl ester (19.7 g, 87%). LCMS (Method G, ESI): RT=1.25 min, m+H=502.3. This material was used in the next step below without additional purification or characterization.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08461328B2
Source datasetuspto-grants-2013_06
ORD IDord-9abf609fde0d43c3b7459d444449ff3e
Source noteuspto-grants-2013_06