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2-Chloro-4-fluorobenzaldehyde → HCID 10162886、化合物

HRID 1791122
ノート
印刷プレビュー

反応式

HRID 1791122 の反応式
[Cl:1][C:2]1[CH:9]=[C:8]([F:10])[CH:7]=[CH:6][C:3]=1[CH:4]=O.Cl.[F:12][C:13]1[C:14]([C:20](=[NH:22])[NH2:21])=[N:15][CH:16]=[C:17]([F:19])[CH:18]=1.[N:23]1([CH2:29][C:30](=O)[CH2:31][C:32]([O:34][CH3:35])=[O:33])[CH2:28][CH2:27][O:26][CH2:25][CH2:24]1.C([O-])(=O)C.[Na+]>C(O)(C)C>[Cl:1][C:2]1[CH:9]=[C:8]([F:10])[CH:7]=[CH:6][C:3]=1[CH:4]1[C:31]([C:32]([O:34][CH3:35])=[O:33])=[C:30]([CH2:29][N:23]2[CH2:28][CH2:27][O:26][CH2:25][CH2:24]2)[NH:21][C:20]([C:14]2[C:13]([F:12])=[CH:18][C:17]([F:19])=[CH:16][N:15]=2)=[N:22]1
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 1450242-Chloro-4-fluorobenzaldehydeHCID 517045Sodium AcetateHCID 15547736Methyl 4-(morpholin-4-yl)-3-oxobutanoateHCID 220278403,5-Difluoropyridine-2-carboximidamide--hydrogen chloride (1/1)

生成物 1

HCID 10162886HCID 10162886、化合物

試薬・触媒・溶媒 1

HCID 3776
Isopropanol
溶媒

実験手順

A solution of 0.38 g (2.4 mmol) of 2-chloro-4-fluorobenzaldehyde in 10 ml of isopropanol is heated together with 0.46 g (2.4 mmol) of the compound from Example VI, 0.48 g (2.4 mmol) of the compound from Example VIII and 0.24 g (2.88 mmol) of sodium acetate under reflux for 2 hours. The reaction mixture is concentrated, and the residue is taken up in dichloromethane and extracted with 2N hydrochloric acid. The aqueous phase is made alkaline with dilute ammonia solution and extracted with dichloromethane. The organic phase is washed with aqueous sodium chloride solution, dried over sodium sulfate and concentrated. The residue is chromatographed on silica gel with cyclohexane/ethyl acetate (20:1→10:1) as mobile phase, and the product is crystallized from diethyl ether.

後処理

  1. temperatureunder reflux for 2 hours
  2. concentrationThe reaction mixture is concentrated
  3. extractionextracted with 2N hydrochloric acid
  4. extractionextracted with dichloromethane
  5. washThe organic phase is washed with aqueous sodium chloride solution
  6. dry with materialdried over sodium sulfate
  7. concentrationconcentrated
  8. customThe residue is chromatographed on silica gel with cyclohexane/ethyl acetate (20:1→10:1) as mobile phase
  9. customthe product is crystallized from diethyl ether

出典と根拠

ORDレコード
ord-dce66c4685444307a96de17501db1619
出典データセット
uspto-grants-2006_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07074784B2

反応ノート

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