HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 86727074, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | tert-Butyl (3R)-3-(hydroxymethyl)piperazine-1-carboxylate | HCID 24820286 | — |
| Reactant | HCID 86727073 | HCID 86727073 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86727074 | HCID 86727074 | — |
Reaction Steps
To a solution of 3-(chloroacetyl)-2-methylbenzonitrile (1.7 g, 8.8 mmol) in THF (17.6 mL) was added (R)-4-N-boc-2-hydroxymethyl-piperazine (2.279 g, 10.54 mmol) and DIPEA (3.07 mL, 17.56 mmol) at rt. The reaction mixture was stirred at rt over the weekend. After concentration, the residue was partitioned between EtOAc and aqueous NaHCO3 (saturated). The aqueous layer was extracted with EtOAc (2×). The combined organic phase was washed with brine, dried over anhydrous MgSO4, and filtered. Concentration was followed by purification by prep TLC (silica gel; 10% MeOH/DCM) to give the title compound: LC/MS (M+1)+=374.14
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09062070B2 |
| Source dataset | uspto-grants-2015_06 |
| ORD ID | ord-81cefb05e672409e83f215a403f1f4c9 |
| Source note | uspto-grants-2015_06 |