Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Methyl 5-amino-1H-pyrrolo[2,3-b]pyridine-2-carboxylate | HCID 40152010 | — |
| Reactant | HCID 68758857 | HCID 68758857 | — |
| Reactant | HCID 86660457 | HCID 86660457 | — |
| Reactant | HCID 178418300 | HCID 178418300 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 70866057 | HCID 70866057 | 8.3% |
Reaction Steps
A reactor is charged successively with 150 mg (0.4 mmol) of the solid obtained in step 3, 15 ml of anhydrous dichloromethane, 90 mg (0.4 mmol) of methyl 5-amino-1H-pyrrolo[2,3-b]pyridine-2-carboxylate, 0.12 g (0.49 mmol) of triethylamine and 93 mg (0.61 mmol) of hydroxybenzotriazole. The mixture is stirred at room temperature for 15 min and then 90 mg (0.49 mmol) of N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide hydrogen carbonate (EDCl) is added. The mixture is stirred for 16 hours. The solvent is then evaporated under reduced pressure and the residue is taken off in 100 ml of water. The aqueous phase is extracted by 6*50 ml dichloromethane. The aqueous phases are combined, dried on sodium sulphate and then evaporated under reduced pressure. The raw product obtained is purified by preparative HPLC and 18 mg (8%) of a solid is obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08580815B2 |
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| Source dataset | uspto-grants-2013_11 |
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| ORD ID | ord-3207b4963f9a4c15b4118f05efd57187 |
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| Source note | uspto-grants-2013_11 |
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