Piperazine → 8-Chloro-11-(piperazin-1-yl)-dibenzo[b,f][1,4]oxazepine

Temperatur

130 °C

A mixture of 8-chloro-10H-dibenzo[b,f][1,4]oxazepin-11-one (189JO29C) (17 mg, 0.069 mmol) and 2,4-bis(4-methoxyphenyl)-1,3-dithia-2,4-diphosphetane-2,4-disulfide (16 mg, 0.040 mmol) in toluene (2 mL) was heated in capped tube using microwave assisted heating (130° C., 20 minutes). The reaction mixture was cooled to room temperature and MeI (18 μL, 0.29 mmol) was added and the resulting mixture was heated in capped tube using microwave assisted heating (120° C., 20 minutes). The mixture was concentrated and the residue was taken up in pyridine (2 mL) and piperazine (25 mg, 0.29 mmol) was added. The resulting mixture was heated in a capped tube at 130° C. over night then using microwave assisted heating (160° C., 30 minutes). The mixture was concentrated, diluted with EtOAc and washed with water. The organic phase was applied onto a SCX-2 ion exchange column. The column was washed with MeOH, and then the product was eluted with NH3 (7 N in MeOH) to give 9.0 mg (57%) of the title compound (189JO31). MS (ESI) 314 (MH+). Purity for MH+ (UV/MS) 92/100.

1. temperaturewas heated in capped tube
2. temperatureThe reaction mixture was cooled to room temperature
3. temperaturethe resulting mixture was heated in capped tube
4. temperatureassisted heating (120° C., 20 minutes)
5. concentrationThe mixture was concentrated
6. temperatureThe resulting mixture was heated in a capped tube at 130° C. over night
7. temperatureassisted heating (160° C., 30 minutes)
8. concentrationThe mixture was concentrated
9. additiondiluted with EtOAc
10. washwashed with water
11. washThe column was washed with MeOH
12. washthe product was eluted with NH3 (7 N in MeOH)

ORD-Eintrag

ord-bbf1d306e0e8406a82cfaa75ef292e48

Quelldatensatz

uspto-grants-2009_11

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US07622461B2