Sodium Acetate → 1,2-Diethyl 4-[4-[5-(2,6-difluorophenyl)-4,5-dihydro-3-isoxazolyl]-2-thiazolyl]tetrahydro-1,2-pyridazinedicarboxylate

HRID 75172ノート

反応式

HRID 75172 の反応式
[NH2:1][C:2](=[S:19])[CH:3]1[CH2:8][CH2:7][N:6]([C:9]([O:11][CH2:12][CH3:13])=[O:10])[N:5]([C:14]([O:16][CH2:17][CH3:18])=[O:15])[CH2:4]1.Br[CH2:21][C:22]([C:24]1[CH2:28][CH:27]([C:29]2[C:34]([F:35])=[CH:33][CH:32]=[CH:31][C:30]=2[F:36])[O:26][N:25]=1)=O.C([O-])(=O)C.[Na+]>CO>[F:36][C:30]1[CH:31]=[CH:32][CH:33]=[C:34]([F:35])[C:29]=1[CH:27]1[O:26][N:25]=[C:24]([C:22]2[N:1]=[C:2]([CH:3]3[CH2:8][CH2:7][N:6]([C:9]([O:11][CH2:12][CH3:13])=[O:10])[N:5]([C:14]([O:16][CH2:17][CH3:18])=[O:15])[CH2:4]3)[S:19][CH:21]=2)[CH2:28]1

参加物

5

反応物 3

HCID 517045Sodium AcetateHCID 866575632-Bromo-1-(4,5-dihydro-5-(2,6-difluorophenyl)-3-isoxazolyl)ethanone2 回HCID 866744641,2-Diethyl 4-(aminothioxomethyl)tetrahydro-1,2-pyridazinedicarboxylate2 回

生成物 1

HCID 866744651,2-Diethyl 4-[4-[5-(2,6-difluorophenyl)-4,5-dihydro-3-isoxazolyl]-2-thiazolyl]tetrahydro-1,2-pyridazinedicarboxylate

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
35 °C

実験手順

A mixture of 1,2-diethyl 4-(aminothioxomethyl)tetrahydro-1,2-pyridazinedicarboxylate (i.e. the product of Step F) (2.58 g, 0.0089 mol) and 2-bromo-1-(4,5-dihydro-5-(2,6-difluorophenyl)-3-isoxazolyl)ethanone (i.e the product of Step C) (2.63 g, 0.0086 mol) in methanol (20 mL) were carefully heated to 35° C. No exotherm was observed and the temperature was raised to between 45 to 50° C. and held at this temperature for 1 h. The reaction mixture was neutralised with aqueous sodium acetate (0.73 g in about 20 mL water). The reaction mixture was extracted with diethyl ether (3×), dried magnesium sulfate, filtered, and concentrated under reduced pressure to provide the title compound (4.18 g), which was used without purification.

後処理

  1. temperaturethe temperature was raised to between 45 to 50° C.
  2. extractionThe reaction mixture was extracted with diethyl ether (3×), dried magnesium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-ff949c2df7874969a9d53c14b01d5ec4
出典データセット
uspto-grants-2014_09
特許番号
US08835427B2

反応ノート

読み込み中…