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llms.txt · MCP 가이드개인정보처리방침 · 이용약관 · 지원v1.8.0
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Potassium Carbonate → 3-[4-((E)-2-{4-[5-(4-Chloro-phenyl)-[1,3,4]oxadiazol-2-yl]-2-nitro-phenyl}-vinyl)-3,5-dimethyl-phenyl]-2,2-dimethyl-propionic acid methyl ester

HRID 1360804
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HRID 1360804 반응식
Br[CH2:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[O:10][C:11]([C:14]3[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][CH:15]=3)=[N:12][N:13]=2)=[CH:5][C:4]=1[N+:21]([O-:23])=[O:22].C1C=CC(P(C2C=CC=CC=2)C2C=CC=CC=2)=CC=1.[CH3:43][O:44][C:45](=[O:60])[C:46]([CH3:59])([CH3:58])[CH2:47][C:48]1[CH:53]=[C:52]([CH3:54])[C:51]([CH:55]=O)=[C:50]([CH3:57])[CH:49]=1.C([O-])([O-])=O.[K+].[K+]>CN(C=O)C.CCOC(C)=O>[CH3:43][O:44][C:45](=[O:60])[C:46]([CH3:58])([CH3:59])[CH2:47][C:48]1[CH:53]=[C:52]([CH3:54])[C:51](/[CH:55]=[CH:2]/[C:3]2[CH:8]=[CH:7][C:6]([C:9]3[O:10][C:11]([C:14]4[CH:19]=[CH:18][C:17]([Cl:20])=[CH:16][CH:15]=4)=[N:12][N:13]=3)=[CH:5][C:4]=2[N+:21]([O-:23])=[O:22])=[C:50]([CH3:57])[CH:49]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 11430Potassium CarbonateHCID 11776TriphenylphosphineHCID 669664172-(4-Bromomethyl-3-nitro-phenyl)-5-(4-chloro-phenyl)-[1,3,4]oxadiazoleHCID 86632822Methyl 3-(4-formyl-3,5-dimethylphenyl)-2,2-dimethylpropanoate2회

생성물 1

HCID 669664153-[4-((E)-2-{4-[5-(4-Chloro-phenyl)-[1,3,4]oxadiazol-2-yl]-2-nitro-phenyl}-vinyl)-3,5-dimethyl-phenyl]-2,2-dimethyl-propionic acid methyl ester

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

실험 절차

Combine 2-(4-bromomethyl-3-nitro-phenyl)-5-(4-chloro-phenyl)-[1,3,4]oxadiazole (894 mg, 2.27 mmol) and PPh3 (656 mg, 2.50 mmol) in DMF (13 mL) and heat to 95° C. under N2 for 4.5 h. Add 3-(4-formyl-3,5-dimethyl-phenyl)-2,2-dimethyl-propionic acid methyl ester (intermediate A in Example 1-62, 675 mg, 2.72 mmol) and K2CO3 (627 mg, 4.54 mmol), continue heating at 95° C. for 6.5 h. Allow the reaction to cool to room temperature. Dilute the cooled reaction with EtOAc (150 mL) and extract with water (50 mL). Dry the organic layer over Na2SO4 and evaporate the solvent. Purify the resulting oil by silica gel chromatography (10-45% EtOAc/HEP) to afford a yellow solid: (M+H)+ 546.1.

후처리

  1. customthe reaction
  2. additionDilute
  3. extractionextract with water (50 mL)
  4. dry with materialDry the organic layer over Na2SO4
  5. customevaporate the solvent
  6. customPurify the resulting oil by silica gel chromatography (10-45% EtOAc/HEP)
  7. customto afford a yellow solid

출처 및 근거

ORD 기록
ord-4b5e979194144037b60bef526258fa0d
출처 데이터셋
uspto-grants-2011_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07879850B2

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