Pyrrolidine → HCID 44540960、化合物

HRID 1616018ノート

反応式

HRID 1616018 の反応式
Cl[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])[CH:5]=[CH:4][CH:3]=1.[NH:29]1[CH2:33][CH2:32][CH2:31][CH2:30]1.CCN(C(C)C)C(C)C>CS(C)=O.CS(C)=O.CO>[NH:24]1[C:25]2[C:21](=[C:20]([C:18]3[CH:17]=[C:16]4[C:12]([CH:13]=[N:14][NH:15]4)=[C:11]([NH:10][C:8]([C:6]4[CH:5]=[CH:4][CH:3]=[C:2]([N:29]5[CH2:33][CH2:32][CH2:31][CH2:30]5)[N:7]=4)=[O:9])[CH:19]=3)[CH:28]=[CH:27][CH:26]=2)[CH:22]=[CH:23]1

参加物

6

反応物 3

HCID 31268PyrrolidineHCID 81531DiisopropylethylamineHCID 44540963HCID 44540963、化合物

生成物 1

HCID 44540960HCID 44540960、化合物収率 16%

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-N-[6-(1H-indol-4-yl)-1H-indazol-4-yl]-2-pyridinecarboxamide (350 mg, 0.26 mmol, prepared as described in Example 18) in DMSO (14 ml). Pyrrolidine (0.022 ml, 0.26 mmol) and DIPEA (0.113 ml) were added and the mixture was heated at 160° C. for 3 h under microwave irradiation. The crude reaction mixture was dissolved in DMSO/MeOH (1:1) and purified by Mass Directed Automated Preparative HPLC (Method B). Product-containing fractions were dried under a stream of nitrogen to afford the title compound (17.6 mg).

後処理

  1. customThe crude reaction mixture
  2. custompurified by Mass Directed Automated Preparative HPLC (Method B)
  3. customProduct-containing fractions were dried under a stream of nitrogen

出典と根拠

ORDレコード
ord-0309e3c32948481aa75e2cac999a2b6a
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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