HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 525020Generated: October 30, 2026
Diisopropylethylamine → HCID 86722038, compound
https://huagongshe.com/reaction/525020
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Tert-butoxycarbonylalanine | HCID 85082 | — |
| Reactant | Propylphosphonic anhydride | HCID 111923 | — |
| Reactant | Methyl 1-amino-1H-pyrrole-2-carboxylate | HCID 14104599 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 86722038 | HCID 86722038 | 83% |
Reaction Steps
Methyl 1-amino-1H-pyrrole-2-carboxylate (6 g, 48.1 mmol) and (S)-2-(tert-butoxycarbonylamino)propanoic acid (8.10 g, 48.1 mmol) were dissolved in ethyl acetate (40 ml) and cooled in an ice-bath. Under an argon atmosphere, diisopropylethylamine (24.6 ml, 141.2 mmol) was added and, after stirring for 15 min, T3P solution (35.7 ml, 60 mmol, 50% in ethyl acetate) was dropwise added. After stirring for 20 min at 0° C., the reaction was left overnight at room temperature. The reaction mixture was poured onto water and extracted with ethyl ether. The organic phase was washed with water and brine, dried over magnesium sulphate and the solvent evaporated under reduced pressure. 8.6 g (83% yield) of the final product was obtained and use in the next synthetic step without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09340547B2 |
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| Source dataset | uspto-grants-2016_05 |
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| ORD ID | ord-f0037c3630c9461e926e479d2d11306e |
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| Source note | uspto-grants-2016_05 |
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