2-Propynoic acid, 3-phenyl-, ethyl ester → 3-(5-{2-[6-(tert-Butoxycarbonyl-methyl-amino)-pyridin-2-yl]-ethoxy}-indol-1-yl)-3-phenyl-acrylic acid ethyl ester

HRID 24034

반응식

HRID 24034 반응식
[C:1]([O:5][C:6](=[O:27])[N:7]([C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([CH2:15][CH2:16][O:17][C:18]2[CH:19]=[C:20]3[C:24](=[CH:25][CH:26]=2)[NH:23][CH:22]=[CH:21]3)[N:10]=1)[CH3:8])([CH3:4])([CH3:3])[CH3:2].[CH2:28]([O:30][C:31](=[O:40])[C:32]#[C:33][C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1)[CH3:29]>>[CH2:28]([O:30][C:31](=[O:40])[CH:32]=[C:33]([N:23]1[C:24]2[C:20](=[CH:19][C:18]([O:17][CH2:16][CH2:15][C:11]3[CH:12]=[CH:13][CH:14]=[C:9]([N:7]([C:6]([O:5][C:1]([CH3:4])([CH3:2])[CH3:3])=[O:27])[CH3:8])[N:10]=3)=[CH:26][CH:25]=2)[CH:21]=[CH:22]1)[C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=1)[CH3:29]

참가 물질

3

반응물 2

HCID 915162-Propynoic acid, 3-phenyl-, ethyl esterHCID 66821264{6-[2-(1H-indol-5-yloxy)-ethyl]-pyridin-2-yl}-methyl-carbamic acid tert-butyl ester

생성물 1

HCID 668196433-(5-{2-[6-(tert-Butoxycarbonyl-methyl-amino)-pyridin-2-yl]-ethoxy}-indol-1-yl)-3-phenyl-acrylic acid ethyl ester수율 81%

실험 절차

The title compound was synthesized from {6-[2-(1H-indol-5-yloxy)-ethyl]-pyridin-2-yl}-methyl-carbamic acid tert-butyl ester and the commercially available phenyl propynoic acid ethyl ester using the procedure described in Example 16, step (d1), in 81% yield as an E/Z isomeric mixture. H1 NMR (Cl3CD), δ: 7.57-7.53 (m, 1H), 7.52-7.46 (m, 1.5H), 7.44 (m, 1H), 7.41-7.34 (m, 2.5H), 7.29 (m, 1H), 7.12 (d, 0.5H, J=2.1 Hz), 7.07 (m, 1.5H), 6.97 (m, 1.5H), 6.76 (m, 1H), 6.70 (m, 0.5H), 6.59 (d, 0.5H, J=3.2 Hz), 6.51 (d, 0.5H, J=3.5 Hz), 6.22 (s, 0.5H), 6.15 (s, 0.5H), 4.38 (m, 2H), 4.09 (c, 1.5H, J=7.0 Hz), 4.01 (c, 1.5H, J=7.2 Hz), 3.39 (m, 3H), 3.21 (m, 2H), 1.52 (s, 9H), 1.16 (t, 1.5H, J=7.2 Hz), 1.03 (t, 1.5H, J=7.0 Hz).

출처 및 근거

ORD 기록
ord-3c2ccdbf631b4ca9a2301b0061bc412b
출처 데이터셋
uspto-grants-2005_02
특허 번호
US06855722B2

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