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

HRID 735469노트

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HRID 735469 반응식
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

참가 물질

5

반응물 4

HCID 8028Tetrahydrofuran2회HCID 67021115HCID 67021115, 화합물HCID 67021186HCID 67021186, 화합물HCID 178418689HCID 178418689, 화합물

생성물 1

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

실험 절차

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.

후처리

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

출처 및 근거

ORD 기록
ord-b4a095413e1a46e3b95fb52880486db8
출처 데이터셋
uspto-grants-2009_09
특허 번호
US07592363B2

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