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Dimethylamine → Ethyl 4-((dimethylamino)methyl)-2-phenylthiazole-5-carboxylate

HRID 2407710
ノート
印刷プレビュー

反応式

HRID 2407710 の反応式
Br[CH2:2][C:3]1[N:4]=[C:5]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[S:6][C:7]=1[C:8]([O:10][CH2:11][CH3:12])=[O:9].[CH3:19][NH:20][CH3:21]>O1CCCC1>[CH3:19][N:20]([CH2:2][C:3]1[N:4]=[C:5]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[S:6][C:7]=1[C:8]([O:10][CH2:11][CH3:12])=[O:9])[CH3:21]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 674DimethylamineHCID 12736369Ethyl 4-(bromomethyl)-2-phenyl-1,3-thiazole-5-carboxylate

生成物 1

HCID 58504082Ethyl 4-((dimethylamino)methyl)-2-phenylthiazole-5-carboxylate

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

The compound prepared in Example 126 (1.00 g) was suspended in tetrahydrofuran (20 mL) and dimethylamine (2 M) (7.66 mL) added and the reaction mixture stirred at room temperature for 3 hours. The reaction mixture was partitioned between saturated aqueous sodium bicarbonate and ethyl acetate. The organics were washed with brine, dried, magnesium sulfate and concentrated under reduced pressure to afford the crude material, which was purified by flash column chromatography to afford the title compound (0.65 g) having the following physical data.

後処理

  1. customThe reaction mixture was partitioned between saturated aqueous sodium bicarbonate and ethyl acetate
  2. washThe organics were washed with brine
  3. customdried
  4. concentrationmagnesium sulfate and concentrated under reduced pressure
  5. customto afford the crude material, which
  6. customwas purified by flash column chromatography

出典と根拠

ORDレコード
ord-42a633a0fbe84b0dabfd42ed91215914
出典データセット
uspto-grants-2014_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08809538B2

反応ノート

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