Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | HCID 89853434 | HCID 89853434 | — |
| Reactant | (R)-(1-(5,6-Diaminopyridin-2-yl)piperidin-3-yl)(pyrrolidin-1-yl)methanone dihydrochloride | HCID 89854051 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 178489647 | HCID 178489647 | — |
Reaction Steps
To a solution of (R)-(1-(5,6-diaminopyridin-2-yl)piperidin-3-yl)(pyrrolidin-1-yl)methanone dihydrochloride (60 mg, 0.17 mmol) in methanol (0.5 mL) and acetic acid (150 μL, 2.7 mmol) was added triethylamine (94 μL, 0.67 mmol) and a solution of ethyl 1-(3-methoxyphenyl)cyclopropanecarbimidate hydrochloride (40 mg, 0.16 mmol) in methanol (0.3 mL). The reaction mixture was heated in a microwave for 45 min at 130° C. The solvent was removed under reduced pressure and the residue was partitioned between ethyl acetate and a saturated aqueous solution of sodium bicarbonate. The organic layer was washed with water, dried over sodium sulfate, filtered and concentrated under reduced pressure. The crude material was purified via HPLC to afford the title compound. MS (ESI+) (M+H) 446.3; HPLC retention time 2.3 min (Method A).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09296745B2 |
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| Source dataset | uspto-grants-2016_03 |
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| ORD ID | ord-42e1180b9179457fb1a6672c87f19d9b |
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| Source note | uspto-grants-2016_03 |
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