Reacción #2271674

ord-e6c6d82baff74b0bb7ce42c7e2826fdf

Ecuación de reacción

c1ccc2c(C3CCNCC3)n[nH]c2c1
3-(4-piperidinyl)-1H-indazole
COc1cc(C(C)=O)ccc1OCCCCBr
1-[4-(4-bromobutoxy]-3-methoxyphenyl]ethanone
O=C([O-])[O-].[K+].[K+]
K2CO3
CC#N
acetonitrile
COc1cc(C(C)=O)ccc1OCCCCN1CCC(c2n[nH]c3ccccc23)CC1
1-[4-[4- [4-(1H-indazol-3-yl)-1-piperidinyl]-butoxy]-3-methoxyphenyl]ethanone

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Temperaturarefluxed for 6 hours
  2. 2
    Otrothe resulting yellow solid that formed
  3. 3
    Otrowas collected in afford 5.3 g of product
  4. 4
    OtroThe compound was recrystallized from acetonitrile

Procedimiento

A mixture of 3-(4-piperidinyl)-1H-indazole (3.2 g, 16 mmol, 1-[4-(4-bromobutoxy]-3-methoxyphenyl]ethanone (5.0 g, 16 mmol). K2CO3 (2.2 g) and acetonitrile (100 ml) was stirred and refluxed for 6 hours. The reaction was poured into water, and the resulting yellow solid that formed was collected in afford 5.3 g of product. The compound was recrystallized from acetonitrile and then from ethyl acetate to yield 3.0 g (45%) of a slightly yellow solid of 1-[4-[4- [4-(1H-indazol-3-yl)-1-piperidinyl]-butoxy]-3-methoxyphenyl]ethanone, m.p.=133°-135° C.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: USRE037729E1uspto-grants-2002_06