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Pyridine → 2-isopropyl-2-methyl-5H-furo[2,3-b]imidazo[2',1':5,1]pyrrolo[3,4-e]pyridine-3(2H), 5-dione

HRID 1906111
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HRID 1906111 반응식
[CH:1]([C:4]1([CH3:22])[C:8](=[O:9])[NH:7][C:6]([C:10]2[N:15]=[C:14]3[O:16][CH:17]=[CH:18][C:13]3=[CH:12][C:11]=2[C:19](O)=[O:20])=[N:5]1)([CH3:3])[CH3:2].C(OC(=O)C)(=O)C.N1C=CC=CC=1>C(COC)OC>[CH:1]([C:4]1([CH3:22])[C:8](=[O:9])[N:7]2[C:19](=[O:20])[C:11]3[CH:12]=[C:13]4[CH:18]=[CH:17][O:16][C:14]4=[N:15][C:10]=3[C:6]2=[N:5]1)([CH3:2])[CH3:3]
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참가 물질

5

반응물 3

HCID 1049PyridineHCID 7918Acetic AnhydrideHCID 137524676-(4-Isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl)furo[2,3-b]pyridine-5-carboxylic acid

생성물 1

HCID 138496102-isopropyl-2-methyl-5H-furo[2,3-b]imidazo[2',1':5,1]pyrrolo[3,4-e]pyridine-3(2H), 5-dione수율 100.5%

시약·촉매·용매 1

HCID 80711,2-Dimethoxyethane용매

실험 절차

To a suspension of 6-(4-isopropyl-4-methyl-5-oxo-2-imidazolin-2-yl)-furo[2,3-b]-pyridine-5-carboxylic acid (11.7 g, 0.039 mol) in 100 mL dimethoxyethane (DME) is added 7.3 mL acetic anhydride and 3.9 mL pyridine. After stirring 24 hours at room temperature, the solids are filtered and washed with ether and the mother liquor is concentrated by adding xylene to aid removal of pyridine. The residue is triturated with ether to obtain solids which are combined with the first crop to give 11.1 g (100%) of product. Recrystallization from 2:1 ethyl acetate-hexane gives an analytical sample mp 193°-205° C.

후처리

  1. filtrationthe solids are filtered
  2. washwashed with ether
  3. concentrationthe mother liquor is concentrated
  4. additionby adding xylene
  5. customremoval of pyridine
  6. customThe residue is triturated with ether
  7. customto obtain solids which

출처 및 근거

ORD 기록
ord-dc6243e96c2c42ebb1e021f7d71db765
출처 데이터셋
uspto-grants-1987_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04650514

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