5-Fluoro-2-methylphenylboronic acid → HCID 89908242、化合物

HRID 924157

反応式

HRID 924157 の反応式
Br[C:2]1[C:3]([N:22]2[CH2:26][C@H:25]([OH:27])[C@@H:24]([OH:28])[CH2:23]2)=[N:4][CH:5]=[C:6]([CH:21]=1)[C:7]([NH:9][C:10]1[CH:15]=[CH:14][C:13]([O:16][C:17]([Cl:20])([F:19])[F:18])=[CH:12][CH:11]=1)=[O:8].[F:29][C:30]1[CH:31]=[CH:32][C:33]([CH3:39])=[C:34](B(O)O)[CH:35]=1>>[Cl:20][C:17]([F:19])([F:18])[O:16][C:13]1[CH:14]=[CH:15][C:10]([NH:9][C:7](=[O:8])[C:6]2[CH:21]=[C:2]([C:32]3[CH:31]=[C:30]([F:29])[CH:35]=[CH:34][C:33]=3[CH3:39])[C:3]([N:22]3[CH2:26][C@H:25]([OH:27])[C@@H:24]([OH:28])[CH2:23]3)=[N:4][CH:5]=2)=[CH:11][CH:12]=1

参加物

3

反応物 2

HCID 27831905-Fluoro-2-methylphenylboronic acidHCID 899065275-Bromo-N-(4-(chlorodifluoromethoxy)phenyl)-6-((3S,4S)-3,4-dihydroxypyrrolidin-1-yl)nicotinamide

生成物 1

HCID 89908242HCID 89908242、化合物

実験手順

The title compound was prepared in an analogous fashion to that described in Example 290 using 5-bromo-N-(4-(chlorodifluoromethoxy)phenyl)-6-((3S,4S)-3,4-dihydroxypyrrolidin-1-yl)nicotinamide (Stage 248.1) and 5-fluoro-2-methylphenylboronic acid to afford a white solid. HPLC (Condition 10) tR=6.25 min, UPLC-MS (Condition 11) tR=1.08 min, m/z=508.1 [M+H]+; 1H-NMR (400 MHz, DMSO-d6) δ ppm 1.59-1.90 (s, 2H) 1.95/2.06 (s, 3H) 2.76-3.00 (m, 1H) 3.04-3.25 (m, 2H) 4.09-4.21 (m, 1H) 4.76-4.90 (m, 2H) 7.08-7.17 (m, 1H) 7.25-7.35 (m, 4H) 7.81-7.97 (m, 3H) 8.74 (s, 1H) 10.07-10.17 (m, 1H).

後処理

  1. customto afford a white solid

出典と根拠

ORDレコード
ord-48298f30a09142438374aafb15e1d690
出典データセット
uspto-grants-2016_03
特許番号
US09278981B2

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