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Sodium Hydroxide → HCID 178432262, 화합물

HRID 74486
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HRID 74486 반응식
[NH2:1][C:2]1[N:6]([C:7]2[CH:16]=[CH:15][C:10]3[NH:11][C:12]([CH3:14])=[N:13][C:9]=3[CH:8]=2)[N:5]=[CH:4][C:3]=1[C:17]([C:19]1[N:20](CC2C=CC(OC)=CC=2)[C:21]([Br:25])=[C:22]([Br:24])[CH:23]=1)=[O:18].[OH-].[Na+]>C(OCC)(=O)C.S(=O)(=O)(O)O>[NH2:1][C:2]1[N:6]([C:7]2[CH:16]=[CH:15][C:10]3[NH:11][C:12]([CH3:14])=[N:13][C:9]=3[CH:8]=2)[N:5]=[CH:4][C:3]=1[C:17]([C:19]1[NH:20][C:21]([Br:25])=[C:22]([Br:24])[CH:23]=1)=[O:18]
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참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 178490813HCID 178490813, 화합물

생성물 1

HCID 178432262HCID 178432262, 화합물

시약·촉매·용매 1

HCID 86628183Ethyl acetate sulfuric acid용매

반응 조건

온도
80 °C

실험 절차

[5-Amino-1-(2-methyl-1H-benzimidazol-5-yl)-1H-pyrazol-4-yl]-[4,5-dibromo-1-(4-methoxy-benzyl)-1H-pyrrol-2-yl]-methanone (317 mg) was dissolved in ethyl acetate/sulfuric acid (4/1; 5 ml). This was stirred at 80° C. for four hours. The pH of the reaction mixture was adjusted to 11 (basic) using an aqueous solution of 5 M sodium hydroxide while cooling it on ice. The reaction mixture was extracted with ethyl acetate/tetrahydrofuran (THF) (10 ml). The organic layer was washed with an aqueous solution saturated with sodium chloride (5 ml), and the organic layer was concentrated under reduced pressure. The resulting residue was purified by silica gel column chromatography (dichloromethane/methanol). Thus, a brown solid was obtained (135 mg, 54%).

후처리

  1. temperaturewhile cooling it on ice
  2. extractionThe reaction mixture was extracted with ethyl acetate/tetrahydrofuran (THF) (10 ml)
  3. washThe organic layer was washed with an aqueous solution saturated with sodium chloride (5 ml)
  4. concentrationthe organic layer was concentrated under reduced pressure
  5. customThe resulting residue was purified by silica gel column chromatography (dichloromethane/methanol)
  6. customThus, a brown solid was obtained (135 mg, 54%)

출처 및 근거

ORD 기록
ord-6ddb47c5946b44fa8a1be4bbc6c1f35e
출처 데이터셋
uspto-grants-2014_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08829199B2

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