[3-(Hydroxymethyl)phenyl]boronic acid → N-(1-(6-amino-3-(3-(hydroxymethyl)phenyl)pyridin-2-yl)-2-(3,5-difluorophenyl)ethyl)-2-(5-fluoro-1H-indol-3-yl)acetamide

HRID 2170314

反応式

HRID 2170314 の反応式
[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](N)=[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.OCC1C=C(B(O)O)C=CC=1>>[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:15]=[C:14]([F:16])[CH:13]=[C:12]([F:17])[CH:11]=2)[C:5]([C:32]2[CH:33]=[CH:34][CH:35]=[C:36]([CH2:37][OH:38])[CH:40]=2)=[CH:4][CH:3]=1

参加物

4

反応物 3

HCID 2734662[3-(Hydroxymethyl)phenyl]boronic acidHCID 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

生成物 1

HCID 90281580N-(1-(6-amino-3-(3-(hydroxymethyl)phenyl)pyridin-2-yl)-2-(3,5-difluorophenyl)ethyl)-2-(5-fluoro-1H-indol-3-yl)acetamide

実験手順

The title compound was prepared according to the method presented for the synthesis of compound 1H of Example 1 utilizing 1G and (3-(hydroxymethyl)phenyl)boronic acid. 1H NMR (400 MHz, CDCl3) δ 8.09 (s, 1H), 7.65 (d, J=8.9 Hz, 1H), 7.52 (d, J=9.1 Hz, 1H), 7.42-7.38 (m, 2H), 7.38-7.16 (m, 1H), 7.11 (s, 1H), 7.02 (s, 1H), 6.81 (d, J=9.5 Hz, 2H), 6.58 (d, J=8.8 Hz, 1H), 6.43 (s, 1H), 6.17 (m, 2H), 5.35-5.24 (m, 1H), 4.71 (s, 2H), 3.53 (s, 2H), 2.96-2.84 (m, 1H), 2.81 (d, J=7.1 Hz, 1H). MS (m/z) 531.2 [M+H]+.

出典と根拠

ORDレコード
ord-f893f274f74b4c298552242fe08abf36
出典データセット
uspto-grants-2015_06
特許番号
US09050344B2

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