5-Chlorosalicylic Acid → HCID 57721616, 화합물

HRID 1777403노트

반응식

HRID 1777403 반응식
[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]

참가 물질

6

반응물 3

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

생성물 1

HCID 57721616HCID 57721616, 화합물수율 38.3%

시약·촉매·용매 2

HCID 142844-(Dimethylamino)pyridine촉매HCID 6344Dichloromethane용매

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-85d27409e4cd494a8ba05504ba46e4d2
출처 데이터셋
uspto-grants-2016_02
특허 번호
US09266872B2

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