반응 #60438

ord-1e8ff9f29ad6468683b34d1fe9ea5440

반응 방정식

COC1CCN(c2ccc(N3CCNCC3)c(C3=CCC4(CCCCC4)CC3)c2)CC1
1-[4-(4-methoxypiperidin-1-yl)-2-spiro[5.5]undec-2-en-3-yl-phenyl]piperazine
COCCBr
2-bromoethyl methyl ether
O=C([O-])[O-].[K+].[K+]
potassium carbonate
CC#N
acetonitrile
COCCN1CCN(c2ccc(N3CCC(OC)CC3)cc2C2=CCC3(CCCCC3)CC2)CC1
1-(2-methoxyethyl)-4-[4-(4-methoxypiperidin-1-yl)-2-spiro[5.5]undec-2-en-3-ylphenyl]piperazine

반응 조건

온도
80°CELSIUS
상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    농축The separated organic layers were concentrated
  2. 2
    기타The resultant residue was purified by NH silica gel column chromatography (ethyl acetate/hexane)

실험 절차

A mixture of 1-[4-(4-methoxypiperidin-1-yl)-2-spiro[5.5]undec-2-en-3-yl-phenyl]piperazine (20 mg, 0.0472 mmol) produced in Example (39e), 2-bromoethyl methyl ether (0.0049 mL, 0.0519 mmol), potassium carbonate (11.1 mg, 0.0803 mmol) and acetonitrile (1 mL) was stirred for 5 hours at an external temperature of 80° C. Ethyl acetate and brine were added to the reaction mixture and extraction was performed three times with ethyl acetate. The separated organic layers were concentrated. The resultant residue was purified by NH silica gel column chromatography (ethyl acetate/hexane) to give 1-(2-methoxyethyl)-4-[4-(4-methoxypiperidin-1-yl)-2-spiro[5.5]undec-2-en-3-ylphenyl]piperazine.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US07425554B2uspto-grants-2008_09