Tetrahydrofuran → 1-(6-bromo-5-(2,4-difluorophenoxy)-1H-indazol-1-yl)-2-methylpropan-2-ol

HRID 912474ノート

反応式

HRID 912474 の反応式
[Br:1][C:2]1[CH:10]=[C:9]2[C:5]([CH:6]=[N:7][N:8]2[CH2:11][C:12](=[O:14])[CH3:13])=[CH:4][C:3]=1[O:15][C:16]1[CH:21]=[CH:20][C:19]([F:22])=[CH:18][C:17]=1[F:23].[CH3:24][Mg]Cl.C1COCC1>C1(C)C=CC=CC=1>[Br:1][C:2]1[CH:10]=[C:9]2[C:5]([CH:6]=[N:7][N:8]2[CH2:11][C:12]([CH3:24])([OH:14])[CH3:13])=[CH:4][C:3]=1[O:15][C:16]1[CH:21]=[CH:20][C:19]([F:22])=[CH:18][C:17]=1[F:23]

参加物

5

反応物 3

HCID 8028TetrahydrofuranHCID 674168791-(6-Bromo-5-(2,4-difluorophenoxy)-1H-indazol-1-yl)propan-2-oneHCID 178418332HCID 178418332、化合物

生成物 1

HCID 674164781-(6-bromo-5-(2,4-difluorophenoxy)-1H-indazol-1-yl)-2-methylpropan-2-ol収率 96%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

To a stirred solution of 1-(6-Bromo-5-(2,4-difluorophenoxy)-1H-indazol-1-yl)propan-2-one (3.81 g, 10.0 mmol) in toluene (100 mL) at 21° C. was added a 3.0 M solution of methylmagnesium chloride in THF (5.0 mL, 15 mmol) in one portion. The temperature of the resulting solution rose to 34° C. and was stirred without any temperature control. After a total of 60 min the reaction mixture was quenched by addition of saturated ammonium chloride (50 mL). The resulting mixture was vigorously stirred for 20 min, then transferred to a separatory funnel and shaken. The organic layer was dried over sodium sulfate and the solvent removed under reduced pressure to afford the title compound as an orange oil (3.79 g, 96%) that slowly crystallized on standing.

後処理

  1. customrose to 34° C.
  2. customAfter a total of 60 min the reaction mixture was quenched by addition of saturated ammonium chloride (50 mL)
  3. stirringThe resulting mixture was vigorously stirred for 20 min
  4. customtransferred to a separatory funnel
  5. stirringshaken
  6. dry with materialThe organic layer was dried over sodium sulfate
  7. customthe solvent removed under reduced pressure

出典と根拠

ORDレコード
ord-592930c06be24d70b616f07817898905
出典データセット
uspto-grants-2011_09
特許番号
US08026233B2

反応ノート

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