Piperidine → HCID 44539729、化合物

HRID 1616032ノート

反応式

HRID 1616032 の反応式
[Cl:1][C:2]1[N:7]=[C:6]([C:8]([NH:10][C:11]2[CH:19]=[C:18]([C:20]3[CH:28]=[CH:27][CH:26]=[C:25]4[C:21]=3[CH:22]=[CH:23][NH:24]4)[CH:17]=[C:16]3[C:12]=2[CH:13]=[N:14][NH:15]3)=[O:9])[C:5](F)=[CH:4][CH:3]=1.[NH:30]1[CH2:35][CH2:34][CH2:33][CH2:32][CH2:31]1.CCN(C(C)C)C(C)C>CS(C)=O.CS(C)=O.CO>[Cl:1][C:2]1[N:7]=[C:6]([C:8]([NH:10][C:11]2[CH:19]=[C:18]([C:20]3[CH:28]=[CH:27][CH:26]=[C:25]4[C:21]=3[CH:22]=[CH:23][NH:24]4)[CH:17]=[C:16]3[C:12]=2[CH:13]=[N:14][NH:15]3)=[O:9])[C:5]([N:30]2[CH2:35][CH2:34][CH2:33][CH2:32][CH2:31]2)=[CH:4][CH:3]=1

参加物

6

反応物 3

HCID 8082PiperidineHCID 81531DiisopropylethylamineHCID 44540868HCID 44540868、化合物

生成物 1

HCID 44539729HCID 44539729、化合物収率 13.6%

試薬・触媒・溶媒 2

HCID 679Dimethyl Sulfoxide溶媒HCID 22036561Dimethyl sulfoxide methanol溶媒

反応条件

温度
160 °C

実験手順

To a microwave vial was added 2 ml of a solution of 6-chloro-3-fluoro-N-[6-(1H-indol-4-yl)-1H-indazol-4-yl]-2-pyridinecarboxamide (300 mg, 0.74 mmol) in DMSO (6 ml). Piperidine (0.024 ml, 0.25 mmol) and DIPEA (0.129 ml) were added and the mixture was heated at 160° C. for 2 h under microwave irradiation. The crude reaction mixture was dissolved in DMSO/MeOH (1:1) and purified by Mass Directed Automated Preparative HPLC (Method E). The sample was further purified by Mass Directed Automated Preparative HPLC (Method E) and product-containing fractions were dried under a stream of nitrogen to afford the title compound (16 mg).

後処理

  1. customThe crude reaction mixture
  2. custompurified by Mass Directed Automated Preparative HPLC (Method E)
  3. customThe sample was further purified by Mass Directed Automated Preparative HPLC (Method E)
  4. additionproduct-containing fractions
  5. customwere dried under a stream of nitrogen

出典と根拠

ORDレコード
ord-fe02c776bf7a40108f84c0d0980b7eed
出典データセット
uspto-grants-2014_07
特許番号
US08765743B2

反応ノート

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