HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1019828Generated: October 27, 2026
Sodium hydride → Diethyl 1-(2-(tert-butoxycarbonylamino)ethyl)-3-methoxy-1H-pyrrole-2,4-dicarboxylate
https://huagongshe.com/reaction/1019828
Participants
| Role | Name | HCID | Charge |
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| Reactant | Sodium hydride | HCID 24758 | — |
| Reactant | Diethyl 3-methoxy-1H-pyrrole-2,4-dicarboxylate | HCID 12985910 | — |
| Reactant | 3-Boc-1,2,3-oxathiazolidine 2,2-dioxide | HCID 23584020 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Diethyl 1-(2-(tert-butoxycarbonylamino)ethyl)-3-methoxy-1H-pyrrole-2,4-dicarboxylate | HCID 67453027 | 98% |
Reaction Steps
To a solution of diethyl 3-methoxy-1H-pyrrole-2,4-dicarboxylate (93 mmol) in DMF (340 ml) was added 60% NaH (140 mmol) in portions at 0° C. and the reaction mixture was stirred at 25° C. for 0.5 h. 2,2-Dioxo-[1,2,3]oxathiazolidine-3-carboxylic acid tert-butyl ester (93 mmol) was added at 0° C. and the mixture was allowed to warm to 25° C. and stirred for 21 h. The reaction was quenched with ethanol at 0° C. The solvent was evaporated under vacuum. Yield: 35 g (98% yield)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08716293B2 |
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| Source dataset | uspto-grants-2014_05 |
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| ORD ID | ord-4523ef333b2d474d99e87775e991b0f4 |
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| Source note | uspto-grants-2014_05 |
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