HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Isopropylpiperazine → HCID 86721995, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Isopropylpiperazine | HCID 78013 | — |
| Reactant | Triphosgene | HCID 94429 | — |
| Reactant | Tert-butyl 4-hydroxypiperidine-1-carboxylate | HCID 643502 | — |
| Catalyst | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 86721995 | HCID 86721995 | 197.8% |
Reaction Steps
To a solution of tert-butyl 4-hydroxypiperidine-1-carboxylate (4.4 g, 21.9 mmol) in DCM (100 mL) was carefully added DMAP (5.3 g, 43.8 mmol) and triphosgene (3.2 g, 10.95 mmol) portionwise. After stirring at rt for 2 h, 1-isopropylpiperazine (3.3 g, 26 mmol) was added and the reaction mixture was stirred at rt for 5 h. The reaction was quenched with saturated NH4Cl (100 mL) solution and the mixture was extracted with DCM (3×100 mL). The combined organic layers were washed with saturated NH4Cl (2×100 mL) and brine (50 mL) sequentially, dried over anhydrous Na2SO4, filtered and concentrated under reduced pressure to afford the title compound as a white solid (7.7 g, 99%). [LCMS: Rt=1.67 min, m/z 356.3 (M+H)+].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09034874B2 |
| Source dataset | uspto-grants-2015_05 |
| ORD ID | ord-e3477f255a774afc829accb9d48ff0a0 |
| Source note | uspto-grants-2015_05 |