HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → HCID 71657232, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 6-Fluoro-1-(piperidin-4-yl)indoline | HCID 22038384 | — |
| Reactant | Water ethylacetate | HCID 22728543 | — |
| Reactant | HCID 118656493 | HCID 118656493 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 71657232 | HCID 71657232 | — |
Reaction Steps
To a mixture of 6-fluoro-1-(piperidin-4-yl)indoline, prepared as in STEP 2 above (128 mg, 0.5 mmol) and 4-nitrophenyl(4-methylthiazol-2-yl)carbamate, prepared as in STEP 3 above (186 mg, 0.4 mmol, ca. 60% purity) in CH2Cl2 (3 mL) was added Et3N (0.28 mL, 2 mmol) at room temperature. The resulting mixture was stirred at room temperature for 3 h and was poured into EtOAc/H2O (20 mL/20 mL). The organic layer was dried (Na2SO4) and filtered. The solvent was removed by roto-evaporator and the resulting residue purified by silica gel chromatography using 40% EtOAc/hexane as the eluent to yield 4-(6-fluoroindolin-1-yl)-N-(4-methylthiazol-2-yl)piperidine-1-carboxamide as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09238658B2 |
| Source dataset | uspto-grants-2016_01 |
| ORD ID | ord-3ee79b6085474b5f92c3ef62707c254c |
| Source note | uspto-grants-2016_01 |