Sodium Bicarbonate → HCID 59759989, 화합물

HRID 1010697노트

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HRID 1010697 반응식
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9](Cl)=[N:10][OH:11].[Cl:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[C:20]#[C:21][CH:22]([C:24]1[CH:25]=[N:26][CH:27]=[CH:28][CH:29]=1)[OH:23].C(=O)(O)[O-].[Na+]>C(O)(C)C.CCOCC>[Cl:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[C:20]1[O:11][N:10]=[C:9]([C:3]2[CH:4]=[CH:5][C:6]([Cl:8])=[CH:7][C:2]=2[Cl:1])[C:21]=1[CH:22]([C:24]1[CH:25]=[N:26][CH:27]=[CH:28][CH:29]=1)[OH:23]

참가 물질

6

반응물 3

HCID 516892Sodium BicarbonateHCID 2799903HCID 2799903, 화합물HCID 67313359HCID 67313359, 화합물

생성물 1

HCID 59759989HCID 59759989, 화합물수율 16.7%

시약·촉매·용매 2

HCID 3283Diethyl Ether용매HCID 3776Isopropanol용매

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온도
55 °C

실험 절차

A mixture of 52 mg (0.23 mmol) of 2,4-dichloro-N-hydroxybenzenecarboximidoyl chloride, 50 mg (0.21 mmol) of 3-(2-chlorophenyl)-1-(3-pyridyl)-2-propyn-1-ol, and 30 mg (0.36 mmol) of sodium bicarbonate in 3 mL of isopropyl alcohol was heated at 55° C. overnight with shaking. The reaction mixture was cooled, diluted with ether, and then washed with saturated sodium bicarbonate. The ether fraction was dried over magnesium sulfate. The drying agent was filtered off, and the ether was removed by rotoevaporation. The crude product was purified by prep TLC to give 15 mg (0.035 mmol) of 5-(2-chlorophenyl)-3-(2,4-dichlorophenyl)-4-[(3-pyridyl)hydroxymethyl]isoxazole. 1H NMR (CDCl3): δ 5.80 (br s, 1). MS m/z: 431.0 (M+H).

후처리

  1. temperatureThe reaction mixture was cooled
  2. washwashed with saturated sodium bicarbonate
  3. dry with materialThe ether fraction was dried over magnesium sulfate
  4. filtrationThe drying agent was filtered off
  5. customthe ether was removed by rotoevaporation
  6. customThe crude product was purified by prep TLC

출처 및 근거

ORD 기록
ord-3cbdb8f2939e48b794ecfcc4cc78c549
출처 데이터셋
uspto-grants-2011_07
특허 번호
US07977341B2

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