p-Diiodobenzene → 2,2,2-Trifluoro-1-(1-(3-(4-iodophenyl)prop-2-ynyl)-1H-indol-3-yl)ethanone

HRID 710313

반응식

HRID 710313 반응식
[F:1][C:2]([F:18])([F:17])[C:3]([C:5]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[N:7]([CH2:14][C:15]#[CH:16])[CH:6]=1)=[O:4].C#CCCCCCC.[I:27][C:28]1[CH:33]=[CH:32][C:31](I)=[CH:30][CH:29]=1.IC1C=C2C(=CC=1)CN(C(C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)C2>>[F:18][C:2]([F:1])([F:17])[C:3]([C:5]1[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[N:7]([CH2:14][C:15]#[C:16][C:31]2[CH:32]=[CH:33][C:28]([I:27])=[CH:29][CH:30]=2)[CH:6]=1)=[O:4]

참가 물질

5

반응물 4

HCID 12208p-DiiodobenzeneHCID 123701-OctyneHCID 667262485-Iodo-2-tritylisoindolineHCID 866617692,2,2-Trifluoro-1-(1-(prop-2-ynyl)-1H-indol-3-yl)ethanone

생성물 1

HCID 667264982,2,2-Trifluoro-1-(1-(3-(4-iodophenyl)prop-2-ynyl)-1H-indol-3-yl)ethanone수율 51%

실험 절차

When the product of Step B was substituted for 1-octyne and 1,4 diiodobenzene was substituted for 5-iodo-2-tritylisoindoline in Example 2, Step D, the similar process afforded the title compound in 51% yield, as light yellow solid. 1H-NMR (CDCl3) 5.16 (s, 2H); 7.14 (d, 2H, J=8.30 Hz); 7.38-7.44 (m, 2H); 7.51-7.55 (m, 1H); 7.66 (tr, 2H, J=8.36 Hz); 8.12 (b, 1H); 8.40-8.43 (m, 1H).

출처 및 근거

ORD 기록
ord-b80106d425bd4072ba7d37a6c0cb9ef0
출처 데이터셋
uspto-grants-2015_11
특허 번호
US09181182B2

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