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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1257741Generated: November 2, 2026

Diisopropylethylamine → HCID 67347604, compound

https://huagongshe.com/reaction/1257741

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant(R)-(+)-1-Boc-3-aminopyrrolidineHCID 854070—
Reactant1-(benzenesulfonyl)-4-chloro-5-nitro-1H-pyrrolo(2,3-b)pyridineHCID 58394774—
SolventIsopropanolHCID 3776—
ProductHCID 67347604HCID 6734760488%

Reaction Conditions

Temperature80 °C

Reaction Steps

A suspension of 1-benzenesulfonyl-4-chloro-5-nitro-1H-pyrrolo[2,3-b]pyridine (8.16 g, 24.2 mmol), (R)-3-amino-pyrrolidine-1-carboxylic acid tert-butyl ester (5.00 g, 26.8 mmol), and diisopropylethylamine (5.14 ml, 29.5 mmol) in propan-2-ol (150 ml) was heated at 80° C. for 13 h. The mixture was then cooled to 25° C. and stirred for 4 h. The resulting yellow solid was collected by vacuum filtration, washed with heptanes (1×20 ml), and was air-dried to afford (R)-3-(1-benzenesulfonyl-5-nitro-1H-pyrrolo[2,3-b]pyridin-4-ylamino)-pyrrolidine-1-carboxylic acid tert-butyl ester (9.90 g, 88%). LCMS (Method G, ESI): RT=1.19 min, m+H=488.3. 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-e00bb570309a4461be551f05242ab0ee
Source noteuspto-grants-2013_06