4-(4-Fluorobenzoyl)piperidine → 6-[4-(4-Fluoro-benzoyl)piperidin-1-YL]pyridazine-3-carboxylic acid (3-methylbutyl)amide

HRID 552160

반응식

HRID 552160 반응식
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([CH:10]2[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]2)=[O:9])=[CH:4][CH:3]=1.FC1(F)C2C(=CC=CC=2)N(C2CCNCC2)C1=O.[CH3:34][CH:35]([CH3:48])[CH2:36][CH2:37][NH:38][C:39]([C:41]1[N:42]=[N:43][C:44](Cl)=[CH:45][CH:46]=1)=[O:40]>CN(C=O)C>[CH3:34][CH:35]([CH3:48])[CH2:36][CH2:37][NH:38][C:39]([C:41]1[N:42]=[N:43][C:44]([N:13]2[CH2:14][CH2:15][CH:10]([C:8](=[O:9])[C:5]3[CH:6]=[CH:7][C:2]([F:1])=[CH:3][CH:4]=3)[CH2:11][CH2:12]2)=[CH:45][CH:46]=1)=[O:40]

참가 물질

5

반응물 3

HCID 27244404-(4-Fluorobenzoyl)piperidineHCID 167337866-chloro-N-(3-methylbutyl)pyridazine-3-carboxamideHCID 671722233,3-Difluoro-1-piperidin-4-yl-1,3-dihydroindol-2-one

생성물 1

HCID 115674786-[4-(4-Fluoro-benzoyl)piperidin-1-YL]pyridazine-3-carboxylic acid (3-methylbutyl)amide수율 36%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

Following the procedure as described in Example 2, making variations only as required to use (4-fluorophenyl)piperidin-4-ylmethanone to replace 3,3-difluoro-1-piperidin-4-yl-1,3-dihydroindol-2-one to react with 6-chloropyridazine-3-carboxylic acid (3-methylbutyl)amide in DMF, the title compound was obtained as a white powder in 36% yield. 1H NMR (300 MHz, CDCl3) δ 7.99-8.03 (m, 3H), 7.85-7.87 (m, 1H), 7.15-7.19 (m, 2H), 7.02 (d, J=9.6 Hz, 1H), 4.50-4.54 (m, 2H), 3.47-3.60 (m, 3H), 3.26-3.31 (m, 2H), 2.00-2.04 (m, 2H), 1.85-1.93 (m, 2H), 1.73-1.72 (m, 1H), 1.48-1.53 (m, 2H), 0.94 (d, J=6.6 Hz, 6H).

출처 및 근거

ORD 기록
ord-0df3520a22214f0ab6f5eb78941f3886
출처 데이터셋
uspto-grants-2011_05
특허 번호
US07951805B2

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