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2-Chloro-4-fluorobenzaldehyde → HCID 10162886, 화합물

HRID 1791122
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HRID 1791122 반응식
[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
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

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

생성물 1

HCID 10162886HCID 10162886, 화합물

시약·촉매·용매 1

HCID 3776
Isopropanol
용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-dce66c4685444307a96de17501db1619
출처 데이터셋
uspto-grants-2006_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07074784B2

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