Diisopropylethylamine → rac-cis-(2-(((5-Ethylpyrimidin-2-yl)amino)methyl)-3-methylpiperidin-1-yl)(5-(4-fluorophenyl)-2-methylthiazol-4-yl)methanone

HRID 60798

反応式

HRID 60798 の反応式
[NH2:1][CH2:2][C@H:3]1[C@@H:8]([CH3:9])[CH2:7][CH2:6][CH2:5][N:4]1[C:10]([C:12]1[N:13]=[C:14]([CH3:24])[S:15][C:16]=1[C:17]1[CH:22]=[CH:21][C:20]([F:23])=[CH:19][CH:18]=1)=[O:11].[CH2:25]([C:27]1[CH:28]=[N:29][C:30](Cl)=[N:31][CH:32]=1)[CH3:26].CCN(C(C)C)C(C)C>C(O)(C)C>[CH2:25]([C:27]1[CH:28]=[N:29][C:30]([NH:1][CH2:2][C@H:3]2[C@@H:8]([CH3:9])[CH2:7][CH2:6][CH2:5][N:4]2[C:10]([C:12]2[N:13]=[C:14]([CH3:24])[S:15][C:16]=2[C:17]2[CH:18]=[CH:19][C:20]([F:23])=[CH:21][CH:22]=2)=[O:11])=[N:31][CH:32]=1)[CH3:26]

参加物

5

反応物 3

HCID 81531DiisopropylethylamineHCID 35727632-Chloro-5-ethylpyrimidineHCID 117727897Rac-cis-(2-(aminomethyl)-3-methylpiperidin-1-yl)(5-(4-fluorophenyl)-2-methylthiazol-4-yl)methanone

生成物 1

HCID 131737126rac-cis-(2-(((5-Ethylpyrimidin-2-yl)amino)methyl)-3-methylpiperidin-1-yl)(5-(4-fluorophenyl)-2-methylthiazol-4-yl)methanone

試薬・触媒・溶媒 1

HCID 3776Isopropanol溶媒

反応条件

温度
110 °C

実験手順

A mixture of rac-cis-(2-(aminomethyl)-3-methylpiperidin-1-yl)(5-(4-fluorophenyl)-2-methylthiazol-4-yl)methanone, 5-ethyl-2-chloropyrimidine, and DIPEA in isopropanol was stirred at 110° C. for 18 h. The reaction was cooled and concentrated in vacuo. The crude reaction mixture was purified by reverse-phase preparative HPLC to afford the title compound. MS (ESI) 454.02 (M+H).

後処理

  1. temperatureThe reaction was cooled
  2. concentrationconcentrated in vacuo
  3. customThe crude reaction mixture
  4. customwas purified by reverse-phase preparative HPLC

出典と根拠

ORDレコード
ord-aa260a00d23b419894ac9bc950ccb827
出典データセット
uspto-grants-2016_09
特許番号
US09440982B2

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