Tetrahydrofuran → 2-(2-benzyl-3-phenyl-2H-indazol-7-yl)propan-2-ol

HRID 735469ノート

反応式

HRID 735469 の反応式
CO[C:3]([C:5]1[C:13]2C(=C(C3C=CC=CC=3)N(CC3C=CC=CC=3)N=2)C=CC=1)=O.[CH2:27]([N:34]1[C:42]([C:43]2[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=2)=[C:41]2[C:36]([C:37](C(O)=O)=[CH:38][CH:39]=[CH:40]2)=[N:35]1)[C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1.C[Mg+].[Br-].C1C[O:58]CC1>>[CH2:27]([N:34]1[C:42]([C:41]2[CH:40]=[CH:39][CH:38]=[CH:37][CH:36]=2)=[C:43]2[C:48]([C:47]([C:5]([OH:58])([CH3:3])[CH3:13])=[CH:46][CH:45]=[CH:44]2)=[N:35]1)[C:28]1[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=1

参加物

5

反応物 4

HCID 8028Tetrahydrofuran2 回HCID 67021115HCID 67021115、化合物HCID 67021186HCID 67021186、化合物HCID 178418689HCID 178418689、化合物

生成物 1

HCID 670212542-(2-benzyl-3-phenyl-2H-indazol-7-yl)propan-2-ol

実験手順

Ninety milligrams (90 mg; 0.24 mmol) of 2-benzyl-3-phenyl-2H-indazole-7-carboxylic acid methyl ester, prepared from 2-benzyl-3-phenyl-2H-indazole-7-carboxylic acid (see preparation of Example 518), were dissolved in THF and 0.5 ml of 3M MeMgBr in THF (1.4 mmol) were added. The reaction mixture was stirred at room temperature for 2 hours. The reaction mixture was quenched with aq NH4Cl solution and product was extracted with EtOAc, and then flash column chromatography (SiO2, dichloromethane as an eluant) afforded 2-(2-benzyl-3-phenyl-2H-indazol-7-yl)propan-2-ol in 86% yleld.

後処理

  1. customThe reaction mixture was quenched with aq NH4Cl solution and product
  2. extractionwas extracted with EtOAc

出典と根拠

ORDレコード
ord-b4a095413e1a46e3b95fb52880486db8
出典データセット
uspto-grants-2009_09
特許番号
US07592363B2

反応ノート

読み込み中…