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Dimethylformamide → HCID 68489196、化合物

HRID 1878022
ノート
印刷プレビュー

反応式

HRID 1878022 の反応式
Br[C:2]1[CH:3]=[CH:4][C:5]2[N:10]([CH2:11][C:12]3[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][CH:13]=3)[C:9](=[O:20])[O:8][C:7]([CH2:25][NH:26][C:27](=[O:35])[C:28]3[CH:33]=[CH:32][C:31]([F:34])=[CH:30][CH:29]=3)([C:21]([F:24])([F:23])[F:22])[C:6]=2[CH:36]=1.[CH3:37][N:38](C=O)C>C(OCC)(=O)C.[C-]#N.[Zn+2].[C-]#N>[C:37]([C:2]1[CH:3]=[CH:4][C:5]2[N:10]([CH2:11][C:12]3[CH:13]=[CH:14][C:15]([O:18][CH3:19])=[CH:16][CH:17]=3)[C:9](=[O:20])[O:8][C:7]([CH2:25][NH:26][C:27](=[O:35])[C:28]3[CH:33]=[CH:32][C:31]([F:34])=[CH:30][CH:29]=3)([C:21]([F:23])([F:22])[F:24])[C:6]=2[CH:36]=1)#[N:38]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 2

HCID 6228DimethylformamideHCID 44549804N-{[6-bromo-1-(4-methoxybenzyl)-2-oxo-4-(trifluoromethyl)-1,4-dihydro-2H-3,1-benzoxazin-4-yl]methyl}-4-fluorobenzamide

生成物 1

HCID 68489196HCID 68489196、化合物

試薬・触媒・溶媒 2

HCID 11186Zinc cyanide (Zn(CN)2)触媒HCID 8857Ethyl Acetate溶媒

実験手順

A solution of N-{[6-bromo-1-(4-methoxybenzyl)-2-oxo-4-(trifluoromethyl)-1,4-dihydro-2H-3,1-benzoxazin-4-yl]methyl}-4-fluorobenzamide (1.0 g, 1.76 mmol), zinc cyanide (414 mg, 3.53 mmol) and tetrakis(triphenyl phosphine)palladium (102 mg, 0.088 mmol) in DMF (4.5 mL) was stirred at 100° C. for 3 hours. The temperature of the solution was brought to room temperature and the solution was diluted with ethyl acetate, which was washed sequentially with an aqueous citric acid solution and saturated brine and then dried over magnesium sulfate. After the drying agent was removed by filtration, the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane=1/1), whereby the objective compound (873 mg, 96%) was obtained as a white solid.

後処理

  1. customwas brought to room temperature
  2. washwas washed sequentially with an aqueous citric acid solution and saturated brine
  3. dry with materialdried over magnesium sulfate
  4. customAfter the drying agent was removed by filtration
  5. customthe solvent was evaporated under reduced pressure
  6. customThe residue was purified by silica gel column chromatography (ethyl acetate/hexane=1/1), whereby the objective compound (873 mg, 96%)
  7. customwas obtained as a white solid

出典と根拠

ORDレコード
ord-3874db34195e4e7088ab49586c7e315b
出典データセット
uspto-grants-2012_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08314094B2

反応ノート

読み込み中…

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