HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 58431372, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Benzotriazol-1-yloxy-tris(dimethylamino)phosphonium hexafluorophosphate | HCID 151348 | — |
| Reactant | 3-Fluoro-2-(trifluoromethyl)isonicotinic acid | HCID 26596489 | — |
| Reactant | HCID 67392488 | HCID 67392488 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 58431372 | HCID 58431372 | 35.1% |
Reaction Steps
To a mixture of 3-fluoro-2-(trifluoromethyl)isonicotinic acid (50.0 mg, 0.239 mmol) and {1-(3-oxa-7-azabicyclo[3.3.1]non-9-yl)-3-[4-(7-{[2-(trimethylsilyl)ethoxy]methyl}-7H-pyrrolo[2,3-d]pyrimidin-4-yl)-1H-pyrazol-1-yl]azetidin-3-yl}acetonitrile (128 mg, 0.239 mmol) in DMF (2 mL) were added triethylamine (0.100 mL, 0.717 mmol) and benzotriazol-1-yloxytris(dimethylamino)phosphonium hexafluorophosphate (127 mg, 0.287 mmol). The mixture was stirred at room temperature for 2 hours. Direct purification with prep-LCMS (pH=10) afforded 50 mg (30% yield) of the desired product. LCMS found: 696.3 (M+1)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08765734B2 |
| Source dataset | uspto-grants-2014_07 |
| ORD ID | ord-fc897c2282234118ac1faab1f7df599f |
| Source note | uspto-grants-2014_07 |