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Isopropanol → 2-(4-Morpholinylmethyl)-N-[6-(1H-pyrrolo[2,3-b]pyridin-4-yl)-1H-indazol-4-yl]-1,3-thiazole-4-carboxamide

HRID 244759
ノート
印刷プレビュー

反応式

HRID 244759 の反応式
Cl[CH2:2][C:3]1[S:4][CH:5]=[C:6]([C:8]([NH:10][C:11]2[CH:19]=[C:18]([C:20]3[CH:25]=[CH:24][N:23]=[C:22]4[N:26](S(C5C=CC=CC=5)(=O)=O)[CH:27]=[CH:28][C:21]=34)[CH:17]=[C:16]3[C:12]=2[CH:13]=[N:14][N:15]3S(C2C=CC=CC=2)(=O)=O)=[O:9])[N:7]=1.[NH:47]1[CH2:52][CH2:51][O:50][CH2:49][CH2:48]1.C(O)(C)C.[OH-].[Na+]>CS(C)=O>[N:47]1([CH2:2][C:3]2[S:4][CH:5]=[C:6]([C:8]([NH:10][C:11]3[CH:19]=[C:18]([C:20]4[CH:25]=[CH:24][N:23]=[C:22]5[NH:26][CH:27]=[CH:28][C:21]=45)[CH:17]=[C:16]4[C:12]=3[CH:13]=[N:14][NH:15]4)=[O:9])[N:7]=2)[CH2:52][CH2:51][O:50][CH2:49][CH2:48]1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 3776Isopropanol2 回HCID 8083MorpholineHCID 14798Sodium Hydroxide2 回HCID 583563842-(Chloromethyl)-N-{1-(phenylsulfonyl)-6-[1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridin-4-yl]-1H-indazol-4-yl}-1,3-thiazole-4-carboxamide

生成物 1

HCID 583563192-(4-Morpholinylmethyl)-N-[6-(1H-pyrrolo[2,3-b]pyridin-4-yl)-1H-indazol-4-yl]-1,3-thiazole-4-carboxamide
収率 19.8%

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒

反応条件

温度
90 °C

実験手順

2-(Chloromethyl)-N-{1-(phenylsulfonyl)-6-[1-(phenylsulfonyl)-1H-pyrrolo[2,3-b]pyridin-4-yl]-1H-indazol-4-yl}-1,3-thiazole-4-carboxamide (30 mg, 0.044 mmol) and morpholine (0.5 ml, 5.74 mmol) were mixed then heated in the microwave for 15 min at 90° C. The solvent was blown off under nitrogen. Isopropanol (1.5 mL) and 2M NaOH (1.500 ml) were added. The reaction mixture was stirred for 1.5 h. Further Isopropanol (1.5 mL) and 2M NaOH (1.5 mL) were added to the mixture which was stirred for 26 hours. The solvent was blown off under nitrogen. The resultant solid was dissolved in DMSO (2 mL). The salts were removed by filtration and the mixture was purified by MDAP to afford the title compound (4 mg).

後処理

  1. stirringwas stirred for 26 hours
  2. customThe salts were removed by filtration
  3. customthe mixture was purified by MDAP

出典と根拠

ORDレコード
ord-bd908900a59e4f678a378e1e26b9ba44
出典データセット
uspto-grants-2014_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08658635B2

反応ノート

読み込み中…

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