HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Fluorobenzylamine → 5-(1-Isopropyl-piperidin-4-yloxy)-1H-pyrrolo[2,3-b]pyridine-2-carboxylic Acid 4-fluoro-benzylamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Fluorobenzylamine | HCID 67326 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | O-(Benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate | HCID 2733207 | — |
| Reactant | 5-(1-Isopropyl-piperidin-4-yloxy)-1H-pyrrolo[2,3-b]pyridine-2-carboxylic Acid Hydrochloride | HCID 68423923 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 5-(1-Isopropyl-piperidin-4-yloxy)-1H-pyrrolo[2,3-b]pyridine-2-carboxylic Acid 4-fluoro-benzylamide | HCID 16727357 | 37% |
Reaction Steps
The title compound was synthesized in analogy to example 9, intermediate a), from 5-(1-isopropyl-piperidin-4-yloxy)-1H-pyrrolo[2,3-b]pyridine-2-carboxylic acid hydrochloride, O-(benzotriazol-1-yl)-N,N,N′,N′-tetramethyluronium tetrafluoroborate, 4-fluorobenzylamine and N,N-diisopropylethylamine (7 eq.) in DMF to give the desired product as a light yellow solid (37%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07622466B2 |
| Source dataset | uspto-grants-2009_11 |
| ORD ID | ord-27dfa12356dc4bae85c3de5ce1f2b769 |
| Source note | uspto-grants-2009_11 |