Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Methylamine | HCID 6329 | — |
| Reactant | HCID 57985904 | HCID 57985904 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 57985932 | HCID 57985932 | — |
Reaction Steps
A mixture of 5-[cyclohexyl-(1H-pyrrolo[2,3-b]pyridin-3-yl)-methyl]-2,2-dimethyl-[1,3]dioxane-4,6-dione (560 mg, 1.57 mmol), pyridine (8 mL) and MeNH2 (2 M in THF, 16 mL) heated to 120° C. in sealed vial for 3 h. The reaction was cooled to RT and poured into water. The pH was adjusted to 7. And the resulting solution was extracted 5 times with EtOAc (100 mL) and 3 times with DCM (200 mL). The organic layers were combined, dried over MgSO4, filtered and concentrated, affording crude 3-Cyclohexyl-N-methyl-3-(1H-pyrrolo[2,3-b]pyridin-3-yl)-propionamide (270 mg), which was used in the next step without purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07638517B2 |
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| Source dataset | uspto-grants-2009_12 |
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| ORD ID | ord-86779dab0cd64ba5a4d7f086e8dda1ab |
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| Source note | uspto-grants-2009_12 |
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