HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1817014Generated: October 28, 2026
Potassium Cyanide → tert-butyl (3aR,6aR)-5-[6-bromo-5-(cyanomethyl)-3-pyridinyl]hexahydropyrrolo[3,4-b]pyrrole-1(2H)-carboxylate
https://huagongshe.com/reaction/1817014
Participants
| Role | Name | HCID | Charge |
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| Reactant | Potassium Cyanide | HCID 9032 | — |
| Reactant | HCID 86584384 | HCID 86584384 | — |
| Product | tert-butyl (3aR,6aR)-5-[6-bromo-5-(cyanomethyl)-3-pyridinyl]hexahydropyrrolo[3,4-b]pyrrole-1(2H)-carboxylate | HCID 86584383 | 39% |
Reaction Steps
The product of Example 66A (0.300 g, 0.630 mmol) in N,N-dimethylfomamide (5 mL) was treated with KCN (61 mg, 0.945 mmol). The mixture was warmed to 60° C. and allowed to stir for 20 hours. The mixture was then concentrated under reduced pressure and the residue purified via chromatography (SiO2, 50% ethyl acetate/hexanes) to provide the title compound (0.100 g, 0.246 mmol, 39% yield). MS (DCI/NH3) m/z 409 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07598236B2 |
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| Source dataset | uspto-grants-2009_10 |
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| ORD ID | ord-a3f8143cdc594370a6c2a9d7369ffd1e |
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| Source note | uspto-grants-2009_10 |
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