5-Chlorosalicylic Acid → HCID 57721616、化合物

HRID 1777403ノート

反応式

HRID 1777403 の反応式
[Cl:1][C:2]1[CH:10]=[C:6]([C:7]([OH:9])=O)[C:5]([OH:11])=[CH:4][CH:3]=1.[F:12][C:13]([F:26])([F:25])[C:14]1[CH:15]=[C:16]([CH:18]=[C:19]([C:21]([F:24])([F:23])[F:22])[CH:20]=1)N.C[CH2:28][N:29]=C=NCCCN(C)C>CN(C1C=CN=CC=1)C.ClCCl>[F:12][C:13]([F:26])([F:25])[C:14]1[CH:15]=[C:16]([CH:18]=[C:19]([C:21]([F:24])([F:23])[F:22])[CH:20]=1)[CH2:28][NH:29][C:7](=[O:9])[C:6]1[CH:10]=[C:2]([Cl:1])[CH:3]=[CH:4][C:5]=1[OH:11]

参加物

6

反応物 3

HCID 94475-Chlorosalicylic AcidHCID 9480Benzenamine, 3,5-bis(trifluoromethyl)-HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide

生成物 1

HCID 57721616HCID 57721616、化合物収率 38.3%

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 6344Dichloromethane溶媒

実験手順

To 12 ml of dichloromethane were added 5-chlorosalicylic acid (690 mg, 4 mmol), 3,5-bis(trifluoromethyl)aniline (972 mg, 4 mmol), EDCI (1.2 g, 8 mmol), and DMAP (49 mg, 0.4 mmol) in the presence of argon gas, followed by stirring for 12 hours at room temperature. The mixture was concentrated under reduced pressure, and then dissolved in 60 ml of ethylacetate, which was washed with water (40 ml×2). The organic layer was concentrated under reduced pressure, followed by column chromatography (developing solvent: hexane/ethylacetate=1/10) to give 609 mg of the target compound (yield: 38%).

後処理

  1. concentrationThe mixture was concentrated under reduced pressure
  2. dissolutiondissolved in 60 ml of ethylacetate
  3. washwhich was washed with water (40 ml×2)
  4. concentrationThe organic layer was concentrated under reduced pressure

出典と根拠

ORDレコード
ord-85d27409e4cd494a8ba05504ba46e4d2
出典データセット
uspto-grants-2016_02
特許番号
US09266872B2

反応ノート

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