Acetamidine monohydrochloride → 6-(4-Methoxydibenzo[b,d]furan-1-yl)-2-methyl-4-oxo-3,4,5,6,7,8-hexahydroquinazoline-6-carbonitrile

HRID 2383988

반응식

HRID 2383988 반응식
CO[C:3]([CH:5]1[CH2:10][C:9]([C:26]#[N:27])([C:11]2[C:19]3[C:18]4[CH:20]=[CH:21][CH:22]=[CH:23][C:17]=4[O:16][C:15]=3[C:14]([O:24][CH3:25])=[CH:13][CH:12]=2)[CH2:8][CH2:7][C:6]1=O)=[O:4].Cl.[C:30]([NH2:33])(=[NH:32])[CH3:31].C[O-].[Na+]>CO>[CH3:25][O:24][C:14]1[C:15]2[O:16][C:17]3[CH:23]=[CH:22][CH:21]=[CH:20][C:18]=3[C:19]=2[C:11]([C:9]2([C:26]#[N:27])[CH2:8][CH2:7][C:6]3[N:32]=[C:30]([CH3:31])[NH:33][C:3](=[O:4])[C:5]=3[CH2:10]2)=[CH:12][CH:13]=1

참가 물질

5

반응물 3

HCID 67170Acetamidine monohydrochlorideHCID 10942334Sodium MethoxideHCID 247555955-Cyano-5-(4-methoxy-dibenzofuran-1-yl)-2-oxo-cyclohexane carboxylic acid methyl ester

생성물 1

HCID 1356204916-(4-Methoxydibenzo[b,d]furan-1-yl)-2-methyl-4-oxo-3,4,5,6,7,8-hexahydroquinazoline-6-carbonitrile

시약·촉매·용매 1

HCID 887Methanol용매

반응 조건

온도
65 °C

실험 절차

To a mixture of the compound obtained in example 1 (200 mg, 0.53 mol), acetamidine HCl (124.5 mg, 1.32 mmol) and sodium methoxide (98.3 mg, 1.85 mmol) in 7 ml of methanol was stirred at 60-70° C. for 18 hrs under nitrogen atmosphere. Once the reaction is complete, the reaction mass was evaporated under vacuum and the residue was diluted with ethyl acetate and water. The organic layer was washed with water followed by brine, dried over sodium sulfate and concentrated under vacuum. The crude product was purified by column chromatography to get 200 mg (40% yields) of the solid product. MP-more than 300° C.

후처리

  1. customthe reaction mass was evaporated under vacuum
  2. additionthe residue was diluted with ethyl acetate and water
  3. washThe organic layer was washed with water
  4. dry with materialdried over sodium sulfate
  5. concentrationconcentrated under vacuum
  6. customThe crude product was purified by column chromatography
  7. customto get
  8. custom200 mg (40% yields) of the solid product
  9. customMP-more than 300° C.

출처 및 근거

ORD 기록
ord-f207b6cf48e449ce8d09a58a8266a6cc
출처 데이터셋
uspto-grants-2012_09
특허 번호
US08263648B2

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