HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1257741Generated: November 2, 2026
Diisopropylethylamine → HCID 67347604, compound
https://huagongshe.com/reaction/1257741
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | (R)-(+)-1-Boc-3-aminopyrrolidine | HCID 854070 | — |
| Reactant | 1-(benzenesulfonyl)-4-chloro-5-nitro-1H-pyrrolo(2,3-b)pyridine | HCID 58394774 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | HCID 67347604 | HCID 67347604 | 88% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08461328B2 |
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| Source dataset | uspto-grants-2013_06 |
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| ORD ID | ord-e00bb570309a4461be551f05242ab0ee |
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| Source note | uspto-grants-2013_06 |
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