Potassium Carbonate → 2,3-dihydro-8-{3-[4-(2-hydroxyphenyl)-1-piperazinyl]propoxy}-7-methoxy-cyclopenta[c][1]benzopyran-4(1H)-one

HRID 22351

반응식

HRID 22351 반응식
C(=O)([O-])[O-].[K+].[K+].Cl[CH2:8][CH2:9][CH2:10][O:11][C:12]1[C:13]([O:26][CH3:27])=[CH:14][C:15]2[O:20][C:19](=[O:21])[C:18]3[CH2:22][CH2:23][CH2:24][C:17]=3[C:16]=2[CH:25]=1.Br.Br.[OH:30][C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][C:32]=1[N:37]1[CH2:42][CH2:41][NH:40][CH2:39][CH2:38]1.C([O-])(=O)/C=C/C([O-])=O>CC(C)=O.C(O)C.C(Cl)(Cl)Cl>[OH:30][C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][C:32]=1[N:37]1[CH2:42][CH2:41][N:40]([CH2:8][CH2:9][CH2:10][O:11][C:12]2[C:13]([O:26][CH3:27])=[CH:14][C:15]3[O:20][C:19](=[O:21])[C:18]4[CH2:22][CH2:23][CH2:24][C:17]=4[C:16]=3[CH:25]=2)[CH2:39][CH2:38]1

참가 물질

8

반응물 4

HCID 11430Potassium CarbonateHCID 3017100o-(1-Piperazinyl)phenol dihydrobromideHCID 5460307FumarateHCID 199276908-(3-chloropropoxy)-2,3-dihydro-7-methoxycyclopenta[c][1]benzopyran-4(1H)-one

생성물 1

HCID 199276992,3-dihydro-8-{3-[4-(2-hydroxyphenyl)-1-piperazinyl]propoxy}-7-methoxy-cyclopenta[c][1]benzopyran-4(1H)-one수율 54%

시약·촉매·용매 3

HCID 180Acetone용매HCID 702Ethanol용매HCID 6212Chloroform용매

실험 절차

Method A (40 h at 50° C.; 4 equivalents of potassium carbonate); starting materials: 8-(3-chloropropoxy)-2,3-dihydro-7-methoxy-cyclopenta[c][1]benzopyran-4(1H)-one (example 83) and 1-(2-hydroxyphenyl)piperazine dihydrobromide; yield 54%; fusion point 136°-139° C. (from chloroform and ethanol). Fumarate: method E; yield 84%; fusion point 196°-199° C. (from acetone).

출처 및 근거

ORD 기록
ord-ee7f6800e5e340bb926d02bf5856a982
출처 데이터셋
uspto-grants-1995_06
특허 번호
US05428038

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