Dicyclohexylcarbodiimide → HCID 53971898、化合物

HRID 726946

反応式

HRID 726946 の反応式
[F:1][CH:2]1[CH2:6][NH:5][C@H:4]([C:7]([OH:9])=O)[CH2:3]1.[OH-].[K+].[Cl:12][C:13]1[C:18]([O:19][CH:20]([CH3:22])[CH3:21])=[CH:17][C:16]([N:23]=[C:24]=[S:25])=[C:15]([F:26])[CH:14]=1.C1(N=C=NC2CCCCC2)CCCCC1>CO.O.C(#N)C>[Cl:12][C:13]1[C:18]([O:19][CH:20]([CH3:21])[CH3:22])=[CH:17][C:16]([N:23]=[C:24]2[N:5]3[CH2:6][CH:2]([F:1])[CH2:3][CH:4]3[C:7](=[O:9])[S:25]2)=[C:15]([F:26])[CH:14]=1

参加物

8

反応物 4

HCID 10868DicyclohexylcarbodiimideHCID 14797Potassium HydroxideHCID 136079331-Chloro-5-fluoro-4-isothiocyanato-2-[(propan-2-yl)oxy]benzeneHCID 222148884-Fluoro-L-proline

生成物 1

HCID 53971898HCID 53971898、化合物収率 89.8%

試薬・触媒・溶媒 3

HCID 887Methanol溶媒2 回HCID 962Water溶媒HCID 6342Acetonitrile溶媒

実験手順

A mixture of 1.31 g (0.01 mol) 4-fluoroproline, 30 mL 2N KOH in methanol and 10 mL water is prepared before 2.46 g (0.01 mol) 4-chloro-2-fluoro-5-isopropoxy-phenylisothiocyanate dissolved in 250 mL methanol is added dropwise. The reaction mixture is stirred overnight at room temperature, the aqueous phase adjusted to pH 2 and the resultant product (3.77 g, See Formula X) is filtered. The compound thus obtained is dissolved in 50 mL acetonitrile before 2.59 g (0.01 mol) dicyclohexylcarbodiimide is added at room temperature. The reaction mixture is stirred for 3 h and the crude product is purified by silica gel chromatography to give 3.24 g (85% yield) of the desired product.

後処理

  1. additionis added dropwise
  2. filtrationthe resultant product (3.77 g, See Formula X) is filtered
  3. customThe compound thus obtained
  4. additionis added at room temperature
  5. stirringThe reaction mixture is stirred for 3 h
  6. customthe crude product is purified by silica gel chromatography

出典と根拠

ORDレコード
ord-804654d342e24569ad4a9a350c28f6c9
出典データセット
uspto-grants-1998_01
特許番号
US05712225

関連ノート

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