Cesium fluoride → HCID 68668109、化合物

HRID 216364

反応式

HRID 216364 の反応式
[CH3:1][N:2]1[C:6]([Sn](CCCC)(CCCC)CCCC)=[CH:5][CH:4]=[N:3]1.Br[C:21]1[CH:26]=[CH:25][C:24]([C:27]([OH:61])([CH2:31][C:32]2[N:33]([C:42]([C:55]3[CH:60]=[CH:59][CH:58]=[CH:57][CH:56]=3)([C:49]3[CH:54]=[CH:53][CH:52]=[CH:51][CH:50]=3)[C:43]3[CH:48]=[CH:47][CH:46]=[CH:45][CH:44]=3)[CH:34]=[C:35]([CH2:37][C:38]([CH3:41])([CH3:40])[CH3:39])[N:36]=2)[CH:28]([F:30])[F:29])=[CH:23][CH:22]=1.[F-].[Cs+]>O1CCCC1.[Pd](Cl)Cl.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1>[CH3:39][C:38]([CH3:41])([CH3:40])[CH2:37][C:35]1[N:36]=[C:32]([CH2:31][C:27]([C:24]2[CH:25]=[CH:26][C:21]([C:6]3[N:2]([CH3:1])[N:3]=[CH:4][CH:5]=3)=[CH:22][CH:23]=2)([OH:61])[CH:28]([F:29])[F:30])[N:33]([C:42]([C:49]2[CH:50]=[CH:51][CH:52]=[CH:53][CH:54]=2)([C:55]2[CH:60]=[CH:59][CH:58]=[CH:57][CH:56]=2)[C:43]2[CH:44]=[CH:45][CH:46]=[CH:47][CH:48]=2)[CH:34]=1

参加物

6

反応物 3

HCID 25953Cesium fluorideHCID 218674551-Methyl-5-(tributylstannyl)-1H-pyrazoleHCID 686683682-(4-bromophenyl)-3-[4-(2,2-dimethylpropyl)-1-trityl-1H-imidazol-2-yl]-1,1-difluoropropan-2-ol

生成物 1

HCID 68668109HCID 68668109、化合物

試薬・触媒・溶媒 2

HCID 6102075Dichlorobis(triphenylphosphine)palladium触媒HCID 8028Tetrahydrofuran溶媒

反応条件

温度
75 °C

実験手順

Bis(triphenylphosphine) palladium (II) chloride (49 mg, 0.07 mmol) was added to a degassed, ambient temperature solution of 1-methyl-5-(tributylstannyl)-1H-pyrazole (259 mg, 0.70 mmol) and 2-(4-bromophenyl)-3-[4-(2,2-dimethylpropyl)-1-trityl-1H-imidazol-2-yl]-1,1-difluoropropan-2-ol (483 mg, 0.77 mmol) in tetrahydrofuran (15 mL). After stirring at 75° C. overnight, the reaction mixture was cooled and cesium fluoride (50% on celite) was added. After stirring vigorously at ambient temperature for 1 h, the reaction mixture was filtered, rinsing with ethyl acetate. The filtrate was washed with water, dried (magnesium sulfate), filtered and concentrated in vacuo. Chromatography over silica eluting with 0-100% ethyl acetate/hexane afforded 3-[4-(2,2-dimethylpropyl)-1-trityl-1H-imidazol-2-yl]-1,1-difluoro-2-[4-(1-methyl-1H-pyrazol-5-yl)phenyl]propan-2-ol.

後処理

  1. temperaturethe reaction mixture was cooled
  2. stirringAfter stirring vigorously at ambient temperature for 1 h
  3. filtrationthe reaction mixture was filtered
  4. washrinsing with ethyl acetate
  5. washThe filtrate was washed with water
  6. dry with materialdried (magnesium sulfate)
  7. filtrationfiltered
  8. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-67a203e52ab0405785e6459910bc177b
出典データセット
uspto-grants-2012_06
特許番号
US08193228B2

関連ノート

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