N-methyl-4-(piperazin-1-yl)benzamide → N-Methyl-4-(4-((2-methyl-3-oxo-8-phenyl-3,4-dihydro-2H-benzo[b][1,4]oxazin-6-yl)methyl)piperazin-1-yl)benzamide

HRID 1184481노트

반응식

HRID 1184481 반응식
[CH3:1][CH:2]1[O:7][C:6]2[C:8]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)=[CH:9][C:10]([CH:12]=O)=[CH:11][C:5]=2[NH:4][C:3]1=[O:20].[CH3:21][NH:22][C:23](=[O:36])[C:24]1[CH:29]=[CH:28][C:27]([N:30]2[CH2:35][CH2:34][NH:33][CH2:32][CH2:31]2)=[CH:26][CH:25]=1>>[CH3:21][NH:22][C:23](=[O:36])[C:24]1[CH:25]=[CH:26][C:27]([N:30]2[CH2:35][CH2:34][N:33]([CH2:12][C:10]3[CH:9]=[C:8]([C:14]4[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=4)[C:6]4[O:7][CH:2]([CH3:1])[C:3](=[O:20])[NH:4][C:5]=4[CH:11]=3)[CH2:32][CH2:31]2)=[CH:28][CH:29]=1

참가 물질

3

반응물 2

HCID 28749530N-methyl-4-(piperazin-1-yl)benzamideHCID 866642222-Methyl-3-oxo-8-phenyl-3,4-dihydro-2H-benzo[b][1,4]oxazine-6-carbaldehyde

생성물 1

HCID 66716943N-Methyl-4-(4-((2-methyl-3-oxo-8-phenyl-3,4-dihydro-2H-benzo[b][1,4]oxazin-6-yl)methyl)piperazin-1-yl)benzamide

실험 절차

Using 349A and N-methyl-4-(piperazin-1-yl)benzamide 282 in the general procedure for reductive aminations, the title compound was obtained as a white solid: 1H NMR (400 MHz, DMSO-d6) δ ppm 1.40 (d, J=6.82 Hz, 3H) 2.51-2.57 (m, 4H) 2.73 (d, J=4.55 Hz, 3H) 3.18-3.29 (m, 4H) 3.48 (s, 2H) 4.70 (q, J=6.65 Hz, 1H) 6.90-6.96 (m, 4H) 7.32-7.37 (m, 1H) 7.41-7.46 (m, 2H) 7.51-7.56 (m, 2H) 7.66-7.72 (m, 2H) 8.13 (q, J=4.38 Hz, 1H) 10.71 (s, 1H). ESI-MS: m/z 471.4 (M+H)+. mp=184.9-188.9° C.

출처 및 근거

ORD 기록
ord-91bc4564adce4aba9f19cab19f7d672d
출처 데이터셋
uspto-grants-2014_03
특허 번호
US08669249B2

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