HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 623986Generated: October 29, 2026
Trifluoroacetic acid → 2-Azatricyclo[3.3.1.13,7]decane-5-carbonitrile
https://huagongshe.com/reaction/623986
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Tert-butyl 5-cyano-2-azatricyclo[3.3.1.13,7]decane-2-carboxylate | HCID 89723177 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 2-Azatricyclo[3.3.1.13,7]decane-5-carbonitrile | HCID 118073196 | 97% |
Reaction Steps
A 50 mL RB flask fitted with magnetic stirrer was charged with tert-butyl 5-cyano-2-azatricyclo[3.3.1.13,7]decane-2-carboxylate, Intermediate-13 (0.5 g, 1.98 mmol) in DCM (5 mL). Then reaction mixture was cooled to 0° C. and trifluoroacetic acid (1.1 g, 9.54 mmol) was added and stirred for 4 hours. After completion of the reaction (reaction was monitored by LCMS) the reaction mixture was concentrated followed by the process of trituration with mixture of hexane:ether (1:1) to give Intermediate-14 (0.5 g, yield=97%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09303016B2 |
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| Source dataset | uspto-grants-2016_04 |
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| ORD ID | ord-686783ade78747358f75985f8a3760f0 |
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| Source note | uspto-grants-2016_04 |
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