HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 79721Generated: October 23, 2026
4-Bromobenzene-1,2-diamine → 2-(6-bromo-1H-benzimidazol-2-yl)pyrrolidine-1-carboxylic acid tert-butyl ester
https://huagongshe.com/en/reaction/79721
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 4-Bromobenzene-1,2-diamine | HCID 323593 | — |
| Reactant | 1-Boc-2-Formylpyrrolidine | HCID 4227815 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | 2-(6-bromo-1H-benzimidazol-2-yl)pyrrolidine-1-carboxylic acid tert-butyl ester | HCID 58185275 | 55.5% |
Reaction Steps
A mixture of 4-bromo-benzene-1,2-diamine (2.4 g) and 2-formyl-pyrrolidine-1-carboxylic acid tert-butyl ester (2.55 g) in ethanol (5 mL) was heated in microwave at 80° C. for 1 hour. Mixture was concentrated and purified by flash column chromatography (silica gel, 20 to 80% ethyl acetate/hexane) to give 2-(6-bromo-1H-benzoimidazol-2-yl)-pyrrolidine-1-carboxylic acid tert-butyl ester (2.6 g, yield 55%). LCMS-ESI−: calc'd for C16H20BrN3O2: 366.25. Found: 365.8 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08841278B2 |
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| Source dataset | uspto-grants-2014_09 |
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| ORD ID | ord-ae45ec47904a415e84e5f0e124e37394 |
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| Source note | uspto-grants-2014_09 |
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