Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 7-Chloro-6-nitrothieno[3,2-b]pyridine | HCID 14207950 | — |
| Reactant | HCID 86717552 | HCID 86717552 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | HCID 86717554 | HCID 86717554 | 59% |
Reaction Steps
A mixture of 7-chloro-6-nitrothieno[3,2-b]pyridine (22.0 mg, 0.102 mmol), benzyl [(1R,2R,5S)-5-amino-2-(cyanomethyl)cyclohexyl]carbamate (32 mg, 0.11 mmol) and triethylamine (35.7 μL, 0.256 mmol) in isopropyl alcohol (0.4 mL) was stirred at 90° C. for 2 h. The mixture was cooled and purified on silica gel, eluted with 10-90% EtOAc in hexanes to give 28 mg (59%) of the desired product. LCMS calculated for C23H24N5O4S (M+H)+: m/z=466.2. Found: 466.1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09181271B2 |
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| Source dataset | uspto-grants-2015_11 |
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| ORD ID | ord-156a327ddb2e4952a96cb527df777ec8 |
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| Source note | uspto-grants-2015_11 |
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