2-Chloro-4-methoxybenzeneboronic acid → 5-(2-chloro-4-methoxyphenyl)-3,6-diethyl-N-(7-methoxy-1,2,3,4-tetrahydronaphthalen-1-yl)pyrazin-2-amine

HRID 1612177ノート

反応式

HRID 1612177 の反応式
ClC1C=C(Cl)C=CC=1C1N=C(CC)C(N[C@@H]2C3C(=CC=CC=3)C[C@@H]2O)=NC=1CC.Br[C:31]1[N:32]=[C:33]([CH2:52][CH3:53])[C:34]([NH:39][CH:40]2[C:49]3[C:44](=[CH:45][CH:46]=[C:47]([O:50][CH3:51])[CH:48]=3)[CH2:43][CH2:42][CH2:41]2)=[N:35][C:36]=1[CH2:37][CH3:38].[Cl:54][C:55]1[CH:60]=[C:59]([O:61][CH3:62])[CH:58]=[CH:57][C:56]=1B(O)O>>[Cl:54][C:55]1[CH:60]=[C:59]([O:61][CH3:62])[CH:58]=[CH:57][C:56]=1[C:31]1[N:32]=[C:33]([CH2:52][CH3:53])[C:34]([NH:39][CH:40]2[C:49]3[C:44](=[CH:45][CH:46]=[C:47]([O:50][CH3:51])[CH:48]=3)[CH2:43][CH2:42][CH2:41]2)=[N:35][C:36]=1[CH2:37][CH3:38]

参加物

4

反応物 3

HCID 27733302-Chloro-4-methoxybenzeneboronic acidHCID 221474025-bromo-3,6-diethyl-N-(7-methoxy-1,2,3,4-tetrahydronaphthalen-1-yl)pyrazin-2-amineHCID 58583246(1R,2S)-1-{[5-(2,4-dichlorophenyl)-3,6-diethylpyrazin-2-yl]amino}-2,3-dihydro-1H-inden-2-ol

生成物 1

HCID 103105275-(2-chloro-4-methoxyphenyl)-3,6-diethyl-N-(7-methoxy-1,2,3,4-tetrahydronaphthalen-1-yl)pyrazin-2-amine

実験手順

Following the procedure for the preparation of (1R,2S)-1-{[5-(2,4-dichlorophenyl)-3,6-diethylpyrazin-2-yl]amino}-2,3-dihydro-1H-inden-2-ol but substituting 5-bromo-3,6-diethyl-N-(7-methoxy-1,2,3,4-tetrahydronaphthalen-1-yl)pyrazin-2-amine and 2-chloro-4-methoxyphenylboronic acid, and making non-critical variations provided the title compound as a oil: 1H NMR (400 MHz, CDCl3) δ 7.29, 7.11, 7.04, 6.99, 6.91, 6.84, 5.47, 4.64, 3.86, 3.78, 2.83, 2.68, 2.55, 2.15, 1.91, 1.74, 1.27, 1.21; 13C NMR (100 MHz, CDCl3) δ 160.08, 158.37, 151.72, 150.71, 140.19, 139.72, 138.22, 136.12, 135.06, 132.59, 131.63, 130.50, 130.39, 115.13, 114.20, 113.41, 55.99, 55.74, 49.29, 30.08, 29.16, 27.66, 26.50, 20.66, 13.35, 11.82; HRMS (FAB) calcd for C26H30ClN3O2+H 452.2104, found 452.2097.

出典と根拠

ORDレコード
ord-331ae15512af4b6eac2289c0c1a83898
出典データセット
uspto-grants-2006_01
特許番号
US06992087B2

反応ノート

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