Sodium hydride → HCID 18007587、化合物

HRID 844252ノート

反応式

HRID 844252 の反応式
[Cl:1][CH2:2][CH2:3][CH2:4]I.[Cl:6][CH2:7][CH2:8][CH2:9][N:10]1[C:18]2[C:13](=[CH:14][CH:15]=[C:16]([C:19]3[CH:23]=[CH:22][S:21][CH:20]=3)[CH:17]=2)[CH:12]=[N:11]1.[S:24]1[CH:28]=[CH:27][C:26]([C:29]2[CH:37]=[C:36]3[C:32]([CH:33]=[N:34][NH:35]3)=[CH:31][CH:30]=2)=[CH:25]1.[H-].[Na+]>CN(C=O)C>[Cl:6][CH2:7][CH2:8][CH2:9][N:10]1[C:18]2[C:13](=[CH:14][CH:15]=[C:16]([C:19]3[CH:23]=[CH:22][S:21][CH:20]=3)[CH:17]=2)[CH:12]=[N:11]1.[Cl:1][CH2:2][CH2:3][CH2:4][N:34]1[CH:33]=[C:32]2[C:36]([CH:37]=[C:29]([C:26]3[CH:27]=[CH:28][S:24][CH:25]=3)[CH:30]=[CH:31]2)=[N:35]1

参加物

6

反応物 3

HCID 24758Sodium hydrideHCID 180074976-(Thiophen-3-yl)-1H-indazoleHCID 22612932HCID 22612932、化合物

生成物 2

HCID 18007527HCID 18007527、化合物収率 28%HCID 18007587HCID 18007587、化合物収率 63%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

1-(3-chloropropyl)-6-(3-thienyl)-1H-indazole 1-chloro-3-iodopropane (0.14 mL, 1.3 mmol) was added to a DMF (3 mL) solution of 6-(3-thienyl)-1H-indazole (88.4 mg, 0.44 mmol) and sodium hydride (60%, 72 mg, 1.8 mmol) that had been allowed to stir for 5 min at room temperature under argon. The reaction mixture was allowed to stir at room temperature overnight before quenching with brine (20 mL) and partitioning into ethyl acetate (100 mL), and drying over anhydrous sodium sulfate. The solvent was removed in vacuo and flash chromatography (silica gel, 10-20% ethyl acetate in hexane) yielded 1-(3-chloropropyl)-6-(3-thienyl)-1H-indazole (76.6 mg, 63%) as well as the side product 2-(3-chloropropyl)-6-(3-thienyl)-2H-indazole (33.9 mg, 28%).

後処理

  1. stirringto stir at room temperature overnight
  2. custombefore quenching with brine (20 mL)
  3. custompartitioning into ethyl acetate (100 mL)
  4. dry with materialdrying over anhydrous sodium sulfate
  5. customThe solvent was removed in vacuo and flash chromatography (silica gel, 10-20% ethyl acetate in hexane)

出典と根拠

ORDレコード
ord-29b9d96453f743dd99baafe3c54c9106
出典データセット
uspto-grants-2002_04
特許番号
US06380242B1

反応ノート

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