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1,2-Dichloroethane → HCID 131734994、化合物

HRID 923511
ノート
印刷プレビュー

反応式

HRID 923511 の反応式
[Si:1]([O:8][CH2:9][C@@:10]([C:13]1[N:14]=[N:15][N:16]([CH:18]([F:20])[F:19])[N:17]=1)([NH2:12])[CH3:11])([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].C(N(CC)CC)C.ClCCCl.Cl.[F:33][C:34]1[CH:54]=[CH:53][CH:52]=[C:51]([F:55])[C:35]=1[CH2:36][O:37][C:38]1[C:39]2[N:40]([C:44]([C:48](Cl)=[O:49])=[C:45]([CH3:47])[N:46]=2)[CH:41]=[CH:42][CH:43]=1>CN(C)C1C=CN=CC=1.C(OCC)(=O)C.O>[C:4]([Si:1]([CH3:2])([CH3:3])[O:8][CH2:9][C@:10]([NH:12][C:48]([C:44]1[N:40]2[CH:41]=[CH:42][CH:43]=[C:38]([O:37][CH2:36][C:35]3[C:34]([F:33])=[CH:54][CH:53]=[CH:52][C:51]=3[F:55])[C:39]2=[N:46][C:45]=1[CH3:47])=[O:49])([C:13]1[N:14]=[N:15][N:16]([CH:18]([F:20])[F:19])[N:17]=1)[CH3:11])([CH3:5])([CH3:6])[CH3:7]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

8

反応物 4

HCID 111,2-DichloroethaneHCID 8471TriethylamineHCID 867178858-[(2,6-Difluorobenzyl)oxy]-2-methylimidazo[1,2-a]pyridine-3-carbonyl chloride hydrochlorideHCID 90192603HCID 90192603、化合物

生成物 1

HCID 131734994HCID 131734994、化合物収率 79.3%

試薬・触媒・溶媒 3

HCID 14284
4-(Dimethylamino)pyridine
触媒
HCID 962Water溶媒
HCID 8857Ethyl Acetate溶媒

反応条件

温度
70 °C

実験手順

Under a nitrogen atmosphere, to a mixture of 5.55 g of (2R)-1-{[tert-butyl(dimethyl)silyl]oxy}-2-[2-(difluoromethyl)-2H-tetrazol-5-yl]propan-2-amine, 7.5 ml of triethylamine, 220 mg of 4-dimethylaminopyridine, and 110 ml of 1,2-dichloroethane was added 8.88 g of 8-[(2,6-difluorobenzyl)oxy]-2-methylimidazo[1,2-a]pyridine-3-carbonyl chloride hydrochloride, followed by stirring at 70° C. for 2 hours. The reaction mixture was left to be cooled to room temperature, and was added to the mixture of water and ethyl acetate. The insoluble materials were separated by filtration and washed with ethyl acetate, and the aqueous layer was extracted with ethyl acetate. The organic layer was combined, washed with water and a saturated aqueous sodium chloride solution, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The obtained residue was purified by silica gel column chromatography to obtain 8.70 g of N-{(2R)-1-{[tert-butyl (dimethyl)silyl]oxy}-2-[2-(difluoromethyl)-2H-tetrazol-5-yl]propan-2-yl}-8-[(2,6-difluorobenzyl)oxy]-2-methylimidazo[1,2-a]pyridine-3-carboxamide.

後処理

  1. waitThe reaction mixture was left
  2. temperatureto be cooled to room temperature
  3. customThe insoluble materials were separated by filtration
  4. washwashed with ethyl acetate
  5. extractionthe aqueous layer was extracted with ethyl acetate
  6. washwashed with water
  7. dry with materiala saturated aqueous sodium chloride solution, and dried over anhydrous magnesium sulfate
  8. customthe solvent was evaporated under reduced pressure
  9. customThe obtained residue was purified by silica gel column chromatography

出典と根拠

ORDレコード
ord-94cce0f6bfbb4482836810b75f4f82a5
出典データセット
uspto-grants-2016_03
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09278968B2

反応ノート

読み込み中…

このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート