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Ethylamine hydrochloride → N-Ethyl-4-(4-((2-methyl-3-oxo-3,4-dihydro-2H-benzo[b][1,4]oxazin-6-yl)methyl)piperidin-1-yl)benzamide

HRID 1184504
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HRID 1184504 반응식
[CH3:1][CH:2]1[O:7][C:6]2[CH:8]=[CH:9][C:10]([CH2:12][CH:13]3[CH2:18][CH2:17][N:16]([C:19]4[CH:29]=[CH:28][C:22]([C:23](OCC)=[O:24])=[CH:21][CH:20]=4)[CH2:15][CH2:14]3)=[CH:11][C:5]=2[NH:4][C:3]1=[O:30].Cl.[CH2:32]([NH2:34])[CH3:33]>>[CH2:32]([NH:34][C:23](=[O:24])[C:22]1[CH:21]=[CH:20][C:19]([N:16]2[CH2:15][CH2:14][CH:13]([CH2:12][C:10]3[CH:9]=[CH:8][C:6]4[O:7][CH:2]([CH3:1])[C:3](=[O:30])[NH:4][C:5]=4[CH:11]=3)[CH2:18][CH2:17]2)=[CH:29][CH:28]=1)[CH3:33]
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HCID 11198Ethylamine hydrochlorideHCID 67283662Ethyl 4-(4-((2-methyl-3-oxo-3,4-dihydro-2H-benzo[b][1,4]oxazin-6-yl)methyl)piperidin-1-yl)benzoate

생성물 1

HCID 66716924N-Ethyl-4-(4-((2-methyl-3-oxo-3,4-dihydro-2H-benzo[b][1,4]oxazin-6-yl)methyl)piperidin-1-yl)benzamide

실험 절차

Saponification of 390D was performed using the general procedure for hydrolysis of carboxylic esters. The resulting carboxylic acid and ethylamine hydrochloride were used in the general procedure for coupling an amine to a carboxylic acid to give the title compound as a pinkish, tan solid. 1H NMR (400 MHz, DMSO-d6) δ ppm 1.09 (t, J=7.20 Hz, 3H) 1.13-1.31 (m, 2H) 1.40 (d, J=6.82 Hz, 3H) 1.56-1.72 (m, 3H) 2.44 (d, J=6.82 Hz, 2H) 2.62-2.78 (m, 2H) 3.17-3.29 (m, 2H) 3.76-3.89 (m, 2 H) 4.61 (q, J=6.82 Hz, 1H) 6.63-6.78 (m, 2H) 6.88 (dd, J=15.41, 8.59 Hz, 3H) 7.68 (d, J=9.09 Hz, 2H) 8.13 (t, J=5.43 Hz, 1H) 10.59 (s, 1H). ESI-MS: m/z 408.4 (M+H)+.

출처 및 근거

ORD 기록
ord-d337dceec7e84b7da3a6ff5acd1980c2
출처 데이터셋
uspto-grants-2014_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08669249B2

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