Acetic Anhydride → HCID 178515264, 화합물

HRID 1370325노트

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HRID 1370325 반응식
[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

참가 물질

6

반응물 3

HCID 7918Acetic AnhydrideHCID 2675922,5,8(1H)-QuinolinetrioneHCID 53710179HCID 53710179, 화합물

생성물 1

HCID 178515264HCID 178515264, 화합물수율 16.4%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 6342Acetonitrile용매

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-bfd0d2f6a6734ddd9bca94843f4767e4
출처 데이터셋
uspto-grants-2003_06
특허 번호
US06583150B1

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