HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 1,1-Cyclopropanedicarboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 1-[(4-Fluorophenyl)carbamoyl]cyclopropanecarbonyl chloride | HCID 58083267 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1,1-Cyclopropanedicarboxamide | HCID 299201 | 32% |
Reaction Steps
1-((4-fluorophenyl)carbamoyl)cyclopropanecarbonyl chloride prepared via the procedure in Example 47 (0.13 g, 0.538 mmol), Example A9 (0.123 g, 0.414 mmol), and triethylamine (0.065 ml, 0.621 mmol) were dissolved in THF (3 ml). The mixture was stirred at RT for 30 min, filtered to remove triethylamine HCl, concentrated under reduced pressure and purified by silica gel column chromatography (MeOH/DCM) to obtain N-(2-fluoro-5-methyl-4-(2-(1-methyl-1H-pyrazol-4-yl)pyridin-4-yloxy)phenyl)-N′-4-fluorophenyl)cyclopropane-1,1-dicarboxamide (0.067 g, 32% yield). MS (ESI) m/z: 504.2 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08278331B2 |
| Source dataset | uspto-grants-2012_10 |
| ORD ID | ord-dc2f3173299e4d718e7fcb0695ef2631 |
| Source note | uspto-grants-2012_10 |