HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → Tert-butyl 4-(2-(3-fluorophenyl)nicotinamido)piperidine-1-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | 4-Methylmorpholine | HCID 7972 | — |
| Reactant | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | 4-Amino-1-N-Cbz-piperidine | HCID 17846640 | — |
| Reactant | 6-(3-Fluorophenyl)nicotinic acid | HCID 24729972 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Tert-butyl 4-(2-(3-fluorophenyl)nicotinamido)piperidine-1-carboxylate | HCID 67267738 | 61% |
Reaction Steps
Benzyl 4-aminopiperidine-1-carboxylate (11 g, 46.9 mmol), EDAC (9.94 g, 51.9 mmol), NMM (20.7 mL, 189 mmol) and HOBt*H2O (7.22 g, 47 mmol) were added to a solution of 6-(3-fluorophenyl)nicotinic acid (10.2 g, 47 mmol) in dichloromethane:DMF (200 mL:2 mL). The reaction mixture was stirred at room temperature for 18 h, evaporated, and chromatographed (silica gel, ethyl acetate-hexane, 2:1). The solvent was evaporated to give tert-butyl 4-(2-(3-fluorophenyl)nicotinamido)piperidine-1-carboxylate (yield 61%, 12.7 g). LC/MS=434 observed, 434.19 expected
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07902373B2 |
| Source dataset | uspto-grants-2011_03 |
| ORD ID | ord-0d7571103dc14576aa0a2bacab5cf64d |
| Source note | uspto-grants-2011_03 |