Acetone → 8-{3-[4-(bis(4-fluorophenyl)hydroxymethyl)-1-piperidinyl]propoxy}-2,3-dihydro-7-methoxy-cyclopenta[c][1]benzopyran-4(1H)-one

HRID 22355

반응식

HRID 22355 반응식
Cl[CH2:2][CH2:3][CH2:4][O:5][C:6]1[C:7]([O:20][CH3:21])=[CH:8][C:9]2[O:14][C:13](=[O:15])[C:12]3[CH2:16][CH2:17][CH2:18][C:11]=3[C:10]=2[CH:19]=1.[F:22][C:23]1[CH:28]=[CH:27][C:26]([C:29]([C:37]2[CH:42]=[CH:41][C:40]([F:43])=[CH:39][CH:38]=2)([OH:36])[CH:30]2[CH2:35][CH2:34][NH:33][CH2:32][CH2:31]2)=[CH:25][CH:24]=1.CC(C)=O.C([O-])(=O)/C=C/C([O-])=O>O.CC(OC)(C)C>[F:22][C:23]1[CH:28]=[CH:27][C:26]([C:29]([C:37]2[CH:38]=[CH:39][C:40]([F:43])=[CH:41][CH:42]=2)([OH:36])[CH:30]2[CH2:31][CH2:32][N:33]([CH2:2][CH2:3][CH2:4][O:5][C:6]3[C:7]([O:20][CH3:21])=[CH:8][C:9]4[O:14][C:13](=[O:15])[C:12]5[CH2:16][CH2:17][CH2:18][C:11]=5[C:10]=4[CH:19]=3)[CH2:34][CH2:35]2)=[CH:25][CH:24]=1

참가 물질

7

반응물 4

HCID 180AcetoneHCID 5460307FumarateHCID 11208889Bis(4-fluorophenyl)(piperidin-4-yl)methanolHCID 199276908-(3-chloropropoxy)-2,3-dihydro-7-methoxycyclopenta[c][1]benzopyran-4(1H)-one

생성물 1

HCID 199276698-{3-[4-(bis(4-fluorophenyl)hydroxymethyl)-1-piperidinyl]propoxy}-2,3-dihydro-7-methoxy-cyclopenta[c][1]benzopyran-4(1H)-one수율 67%

시약·촉매·용매 2

HCID 962Water용매HCID 15413tert-Butyl methyl ether용매

실험 절차

Method B (38 h at 60° C.); starting materials: 8-(3-chloropropoxy)-2,3-dihydro-7-methoxy-cyclopenta[c][1]benzopyran-4(1H)-one (example 83) and 4-[bis(4-fluorophenyl)hydroxy-methyl]piperidine; yield 67%; fusion point 91° C. (decomposes; from acetone and TBME). Fumarate (×0.5 C4H4O4): method E; yield 70%; fusion point 191° C. (decomposes; from water).

후처리

  1. customMethod B (38 h at 60° C.)

출처 및 근거

ORD 기록
ord-bb603f9d9f244b9cb7303716b685f5eb
출처 데이터셋
uspto-grants-1995_06
특허 번호
US05428038

연결된 노트

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