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(+)-Norepinephrine → N-[4-(4-{[(2R)-2-(3,4-Dihydroxyphenyl)-2-hydroxyethyl]amino}-1-piperidineyl)phenyl]-4-methoxybenzenesulfonamide

HRID 1794873
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HRID 1794873 반응식
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([S:9]([NH:12][C:13]2[CH:18]=[CH:17][C:16]([N:19]3[CH2:24][CH2:23][C:22](=O)[CH2:21][CH2:20]3)=[CH:15][CH:14]=2)(=[O:11])=[O:10])=[CH:5][CH:4]=1.[CH:26]1[C:31]([C@H:32]([OH:35])[CH2:33][NH2:34])=[CH:30][C:29]([OH:36])=[C:28]([OH:37])[CH:27]=1>>[OH:36][C:29]1[CH:30]=[C:31]([C@@H:32]([OH:35])[CH2:33][NH:34][CH:22]2[CH2:23][CH2:24][N:19]([C:16]3[CH:15]=[CH:14][C:13]([NH:12][S:9]([C:6]4[CH:7]=[CH:8][C:3]([O:2][CH3:1])=[CH:4][CH:5]=4)(=[O:10])=[O:11])=[CH:18][CH:17]=3)[CH2:20][CH2:21]2)[CH:26]=[CH:27][C:28]=1[OH:37]
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참가 물질

3

반응물 2

HCID 5814(+)-NorepinephrineHCID 222205564-Methoxy-N-[4-(4-oxo-piperidin-1-yl)-phenyl]benzenesulfonamide

생성물 1

HCID 69654609N-[4-(4-{[(2R)-2-(3,4-Dihydroxyphenyl)-2-hydroxyethyl]amino}-1-piperidineyl)phenyl]-4-methoxybenzenesulfonamide

실험 절차

The title compound was prepared from 4-methoxy-N-[4-(4-oxo-piperidin-1-yl)-phenyl]-benzenesulfonamide (which was obtained in Example 218) and L-norepinephrine according to the procedure of Example 255 as a white solid; 1H NMR (300 MHz, DMSO-d6) δ 1.40–1.55 (m, 2 H), 1.90–2.05 (m, 2 H), 2.50–3.00 (m, 5 H), 3.50–3.75 (m, 2 H), 3.79 (s, 3 H), 4.50–4.65 (m, 1 H), 6.60 (d, J=8.0 Hz, 1 H), 6.68 (d, J=8.0 Hz, 1 H), 6.76–6.80 (m, 3 H), 6.88 (d, J=9.0 Hz, 2 H), 7.04 (d, J=7.8 Hz, 2 H), 7.61 (d, J=7.8 Hz, 2 H), 8.85 (s, 1 H); MS (ES) m/z: 513.9 (MH+); HRMS Calcd. for C26H32N3O6S (MH+): 514.2011. Found: 514.2000.

출처 및 근거

ORD 기록
ord-5bfd0edb162d47258fefe56ce5690261
출처 데이터셋
uspto-grants-2006_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07022716B2

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