HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 591915Generated: November 1, 2026
Diisopropylethylamine → (1S,2S,3R,4R)-3-(2-Amino-5-chloro-3-nitro-pyridin-4-ylamino)-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid amide
https://huagongshe.com/reaction/591915
Participants
| Role | Name | HCID | Charge |
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| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2-Amino-4,5-dichloro-3-nitropyridine | HCID 46867660 | — |
| Reactant | (1S,2S,3R,4R)-3-Amino-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid amide trifluoroacetic acid salt | HCID 67264207 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | (1S,2S,3R,4R)-3-(2-Amino-5-chloro-3-nitro-pyridin-4-ylamino)-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid amide | HCID 117701942 | 95% |
Reaction Steps
4,5-Dichloro-3-nitro-pyridin-2-ylamine (1.01 g, 4.86 mmol) and (1S,2S,3R,4R)-3-Amino-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid amide trifluoroacetic acid salt (1.5 g, 5.5 mmol) were combined with N,N-diisopropylethylamine (3.3 g, 26 mmol) in isopropanol (15 mL) and heated at 60° C. overnight. The reaction was permitted to cool to room temperature and the orange solid which had formed was isolated by filtration. The solid was washed with 3 mL cold isopropanol and was dried in an air stream to afford 1.493 g (95%) of the desired product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09238656B2 |
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| Source dataset | uspto-grants-2016_01 |
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| ORD ID | ord-907401a30dbb4a4db2b6256fb1234200 |
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| Source note | uspto-grants-2016_01 |
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