Ammonium Chloride → HCID 66636981、化合物

HRID 1094209ノート

反応式

HRID 1094209 の反応式
[Br-].[CH2:2]([O:9][CH2:10][CH2:11][CH2:12][P+](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[K].CC(C)([O-])C.[CH:38]1([NH:44][C:45]2[CH:54]=[C:53]3[C:48]([C:49](=[O:62])[C:50]([CH:60]=O)=[CH:51][N:52]3[CH:55]([CH2:58][CH3:59])[CH2:56][CH3:57])=[CH:47][C:46]=2[F:63])[CH2:43][CH2:42][CH2:41][CH2:40][CH2:39]1.[Cl-].[NH4+]>C1COCC1>[CH2:2]([O:9][CH2:10][CH2:11][CH:12]=[CH:60][C:50]1[C:49](=[O:62])[C:48]2[C:53](=[CH:54][C:45]([NH:44][CH:38]3[CH2:39][CH2:40][CH2:41][CH2:42][CH2:43]3)=[C:46]([F:63])[CH:47]=2)[N:52]([CH:55]([CH2:56][CH3:57])[CH2:58][CH3:59])[CH:51]=1)[C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=1

参加物

7

反応物 5

HCID 25517Ammonium ChlorideHCID 45749132-Methylpropan-2-olateHCID 5462222PotassiumHCID 10929077(3-Benzyloxypropyl)triphenylphosphonium bromideHCID 86633064HCID 86633064、化合物

生成物 1

HCID 66636981HCID 66636981、化合物収率 99.6%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

To a 20 ml THF suspension of 1081 mg of (3-benzyloxypropyl)triphenylphosphonium bromide was added 258 mg of potassium, tert-butoxide followed by stirring for 1.5 hours. A 10 ml THF solution of 358 mg of 7-(cyclohexylamino)-1-(1-ethylpropyl)-6-fluoro-4-oxo-1,4-dihydroquinoline-3-carbaldehyde was added thereto, followed by stirring for 1 hour. To the reaction mixture was added aqueous saturated ammonium chloride, followed by extraction with ethyl acetate and washing with aqueous saturated sodium chloride. After drying over anhydrous sodium sulfate and subsequent concentration under a reduced pressure, the residue was purified by silica gel column chromatography to obtain 488 mg of 3-[4-(benzyloxy)but-1-en-1-yl]-7-(cyclohexylamino)-1-(1-ethylpropyl)-6-fluoroquinolin-4(1H)-one.

後処理

  1. stirringby stirring for 1 hour
  2. extractionfollowed by extraction with ethyl acetate
  3. washwashing with aqueous saturated sodium chloride
  4. dry with materialAfter drying over anhydrous sodium sulfate and subsequent concentration under a reduced pressure
  5. customthe residue was purified by silica gel column chromatography

出典と根拠

ORDレコード
ord-41d058e906034121b3a85651128d3bcf
出典データセット
uspto-grants-2012_03
特許番号
US08133882B2

反応ノート

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