Acetic Anhydride → HCID 178515264、化合物

HRID 1370325ノート

反応式

HRID 1370325 の反応式
[F:1][C:2]([F:20])([F:19])[C:3]([NH:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[CH:12]=[CH:13][CH:14]=[N:15]N(C)C)=[O:4].C(OC(=O)C)(=O)C.[O:28]=[C:29]1[CH:38]=[CH:37][C:36](=[O:39])[C:35]2[NH:34][C:33](=[O:40])[CH:32]=[CH:31][C:30]1=2>C(#N)C.[Pd]>[OH:40][C:33]1[CH:32]=[CH:31][C:30]2[C:29](=[O:28])[C:38]3[C:12]([C:7]4[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=4[NH:5][C:3](=[O:4])[C:2]([F:1])([F:19])[F:20])=[CH:13][CH:14]=[N:15][C:37]=3[C:36](=[O:39])[C:35]=2[N:34]=1

参加物

6

反応物 3

HCID 7918Acetic AnhydrideHCID 2675922,5,8(1H)-QuinolinetrioneHCID 53710179HCID 53710179、化合物

生成物 1

HCID 178515264HCID 178515264、化合物収率 16.4%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 6342Acetonitrile溶媒

実験手順

1.9 g (6.5 mmol) of 4-(2-trifluoroacetamidophenyl)-1-dimethylamino-1-aza-1,3-butadiene, 2.2 mL of acetic anhydride and 1.6 g of Pd/C (10%) are successively added to a solution of 5,8-dioxocarbostyril (1.04 g, 5.9 mmol) in 500 mL of acetonitrile. The reaction medium is refluxed for 15 hours under nitrogen. After evaporating off the solvent on a rotary evaporator, the crude product obtained is purified by flash chromatography on silica (CH2Cl2 and then 95/5 CH2Cl2/MeOH) to give 400 mg of a yellow powder of compound CRL 8249 (or of its oxo tautomer in position 8).

後処理

  1. temperatureThe reaction medium is refluxed for 15 hours under nitrogen
  2. customAfter evaporating off the solvent
  3. customon a rotary evaporator
  4. customthe crude product obtained
  5. customis purified by flash chromatography on silica (CH2Cl2

出典と根拠

ORDレコード
ord-bfd0d2f6a6734ddd9bca94843f4767e4
出典データセット
uspto-grants-2003_06
特許番号
US06583150B1

反応ノート

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