Réaction #2186191

ord-18eefd571c03425384bca27ebde444a8

Équation de réaction

O=Cc1ccc(N2CCN(CCF)CC2)cc1O
4-[4-(2-Fluoro-ethyl)-piperazin-1-yl]-2-hydroxy-benzaldehyde
COC(=O)Cc1nc2ccccc2s1
benzothiazol-2-yl-acetic acid methyl ester
C1CCNCC1
piperidine
O=c1oc2cc(N3CCN(CCF)CC3)ccc2cc1-c1nc2ccccc2s1
desired product
Rendement 55.0%
O=c1oc2cc(N3CCN(CCF)CC3)ccc2cc1-c1nc2ccccc2s1
3-Benzothiazol-2-yl-7-[4-(2-fluoro-ethyl)-piperazin-1-yl]-chromen-2-one
Rendement 55.0%

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    Autreto reach room temperature
  2. 2
    Filtrationthe precipitate filtered off
  3. 3
    Lavagewashed with diethylether
  4. 4
    Autredried under high vacuum

Mode opératoire

200 mg (0.793 mmol) 4-[4-(2-Fluoro-ethyl)-piperazin-1-yl]-2-hydroxy-benzaldehyde and 164 mg (1 eq.) benzothiazol-2-yl-acetic acid methyl ester are heated to reflux for 3 h in 5 mL benzene and 2.5 mL acetonitrile, in the presence of 0.157 mL (2 eq.) piperidine. The reaction mixture is allowed to reach room temperature and the precipitate filtered off, washed with diethylether and dried under high vacuum to yield 90 mg (55%) of desired product as a yellow powder (melting point: 246° C.).

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US07569337B2uspto-grants-2009_08