HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Methylmorpholine → HCID 24760562, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Methylmorpholine | HCID 7972 | — |
| Reactant | Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 2733084 | — |
| Reactant | 1H-Pyrrolo[2,3-c]pyridine-7-carboxylic acid | HCID 53413024 | — |
| Reactant | (4-Tert-butyl-benzyl)-[2-(3-difluoromethoxy-phenyl)-ethyl]-amine | HCID 68576819 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 24760562 | HCID 24760562 | 86% |
Reaction Steps
(4-tert-Butyl-benzyl)-[2-(3-difluoromethoxy-phenyl)-ethyl]-amine (90 mg, 0.27 mmol), N-methylmorpholine (74 mg, 0.73 mmol), and HBTU (139 mg, 0.37 mmol) were added at RT to a solution of 1H-pyrrolo[2,3-c]pyridine-7-carboxylic acid (66 mg) in DMF (3 mL), then after 64 h the reaction mixture was partitioned between water and ethyl acetate. The organic layer was washed with brine, dried (MgSO4), and evaporated. Chromatography of the residue (SiO2, heptane-dichloromethane gradient) afforded the title compound (108 mg, 86% over 2 steps). Light yellow oil, MS (ISP) 478.4 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07691876B2 |
| Source dataset | uspto-grants-2010_04 |
| ORD ID | ord-bf4b9533beae474b9d7725785bc78210 |
| Source note | uspto-grants-2010_04 |