HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → HCID 89923787, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Cyanogen Bromide | HCID 10476 | — |
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | 1-(Oxan-4-yl)piperazine--hydrogen chloride (1/2) | HCID 44120481 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 89923787 | HCID 89923787 | 131.3% |
Reaction Steps
A suspension of 1-(tetrahydro-2H-pyran-4-yl)piperazine dihydrochloride (600 mg, 2.467 mmol) in anhydrous Ethanol (10 mL) was added solid NaHCO3 (1555 mg, 18.51 mmol) followed by cyanic bromide (523 mg, 4.93 mmol) and the mixture was stirred at ambient temperature. The mixture was diluted by 50 mL of CH2Cl2 and the solids were filtered off. The filtrated was concentrated in vacuo to afford to give the title compound (632 mg, 3.24 mmol, >100% yield). 1H NMR (400 MHz, Chloroform-d) δ ppm=4.02 (dd, J=3.8, 11.2 Hz, 2H), 3.42-3.31 (m, 2H), 3.31-3.22 (m, 4H), 2.74-2.61 (m, 4H), 2.59-2.47 (m, 1H), 1.73 (d, J=11.5 Hz, 2H), 1.67-1.49 (m, 2H); LC/MS (m/z) ES+ (ELSD)=196.1 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09163023B2 |
| Source dataset | uspto-grants-2015_10 |
| ORD ID | ord-eadd94c3f917482a9919dc2f9f0c1ac9 |
| Source note | uspto-grants-2015_10 |