3-(Tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide → 3-(6-amino-2-(2-(3,5-difluorophenyl)-1-(2-(5-fluoro-1H-indol-3-yl)acetamido)ethyl)pyridin-3-yl)benzamide

HRID 2170312

반응식

HRID 2170312 반응식
[NH2:1][C:2]1[N:7]=[C:6]([C@@H:8]([NH:18][C:19](=[O:31])[CH2:20][C:21]2[C:29]3[C:24](=[CH:25][CH:26]=[C:27]([F:30])[CH:28]=3)[NH:23][CH:22]=2)[CH2:9][C:10]2[CH:15]=[C:14]([F:16])[CH:13]=[C:12]([F:17])[CH:11]=2)[C:5]([C:32]2[CH:33]=[CH:34][C:35](F)=[C:36]([CH:40]=2)[C:37]([NH2:39])=[O:38])=[CH:4][CH:3]=1.NC1N=C(C(NC(=O)CC2C3C(=CC=C(F)C=3)NC=2)CC2C=C(F)C=C(F)C=2)C(Br)=CC=1.CC1(C)C(C)(C)OB(C2C=C(C=CC=2)C(N)=O)O1>>[NH2:1][C:2]1[N:7]=[C:6]([CH:8]([NH:18][C:19](=[O:31])[CH2:20][C:21]2[C:29]3[C:24](=[CH:25][CH:26]=[C:27]([F:30])[CH:28]=3)[NH:23][CH:22]=2)[CH2:9][C:10]2[CH:11]=[C:12]([F:17])[CH:13]=[C:14]([F:16])[CH:15]=2)[C:5]([C:32]2[CH:40]=[C:36]([CH:35]=[CH:34][CH:33]=2)[C:37]([NH2:39])=[O:38])=[CH:4][CH:3]=1

참가 물질

4

반응물 3

HCID 27605873-(Tetramethyl-1,3,2-dioxaborolan-2-yl)benzamideHCID 90281232N-(1-(6-amino-3-bromopyridin-2-yl)-2-(3,5-difluorophenyl)ethyl)-2-(5-fluoro-1H-indol-3-yl)acetamideHCID 90281459(S)-5-(6-amino-2-(2-(3,5-difluorophenyl)-1-(2-(5-fluoro-1H-indol-3-yl)acetamido)ethyl)pyridin-3-yl)-2-fluorobenzamide

생성물 1

HCID 902814853-(6-amino-2-(2-(3,5-difluorophenyl)-1-(2-(5-fluoro-1H-indol-3-yl)acetamido)ethyl)pyridin-3-yl)benzamide

실험 절차

The title compound was prepared according to the method presented for the synthesis of compound 1H of Example 1 utilizing 1G and 3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide. 1H NMR (400 MHz, CDCl3) δ 8.06-7.95 (m, 4H), 7.50-7.38 (m, 2H), 7.26-7.20 (m, 1H), 7.13 (m, 1H), 6.89-6.81 (m, 3H), 6.60 (d, J=8.9 Hz, 1H), 6.50-6.39 (m, 2H), 6.07 (d, J=5.8 Hz, 2H), 5.43 (d, J=8.8 Hz, 1H), 3.59 (s, 2H), 2.88 (dd, J=13.6, 9.3 Hz, 1H), 2.76 (dd, J=13.7, 7.5 Hz, 1H). MS (m/z) 535.4 [M+H]+.

출처 및 근거

ORD 기록
ord-36f5a984f41a436ba9a92a04303041ba
출처 데이터셋
uspto-grants-2015_06
특허 번호
US09050344B2

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