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

反応式

HRID 2383988 の反応式
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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
65 °C

実験手順

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.

後処理

  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.

出典と根拠

ORDレコード
ord-f207b6cf48e449ce8d09a58a8266a6cc
出典データセット
uspto-grants-2012_09
特許番号
US08263648B2

関連ノート

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