Sodium Hydroxide → 8-(4-((tert-butoxycarbonylamino)methyl)-3-fluorophenyl)-1-cyclopropyl-9-methyl-4-oxo-4H-quinolizine-3-carboxylic acid

HRID 1478309ノート

反応式

HRID 1478309 の反応式
[C:1]([O:5][C:6]([NH:8][CH2:9][C:10]1[CH:15]=[CH:14][C:13]([C:16]2[CH:17]=[CH:18][N:19]3[C:24]([C:25]=2[CH3:26])=[C:23]([CH:27]2[CH2:29][CH2:28]2)[CH:22]=[C:21]([C:30]([O:32]C)=[O:31])[C:20]3=[O:34])=[CH:12][C:11]=1[F:35])=[O:7])([CH3:4])([CH3:3])[CH3:2].[OH-].[Na+]>CO>[C:1]([O:5][C:6]([NH:8][CH2:9][C:10]1[CH:15]=[CH:14][C:13]([C:16]2[CH:17]=[CH:18][N:19]3[C:24]([C:25]=2[CH3:26])=[C:23]([CH:27]2[CH2:29][CH2:28]2)[CH:22]=[C:21]([C:30]([OH:32])=[O:31])[C:20]3=[O:34])=[CH:12][C:11]=1[F:35])=[O:7])([CH3:2])([CH3:3])[CH3:4]

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 86696584Methyl 8-(4-((tert-butoxycarbonylamino)methyl)-3-fluorophenyl)-1-cyclopropyl-9-methyl-4-oxo-4H-quinolizine-3-carboxylate

生成物 1

HCID 866965858-(4-((tert-butoxycarbonylamino)methyl)-3-fluorophenyl)-1-cyclopropyl-9-methyl-4-oxo-4H-quinolizine-3-carboxylic acid収率 86%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

A solution of methyl 8-(4-((tert-butoxycarbonylamino)methyl)-3-fluorophenyl)-1-cyclopropyl-9-methyl-4-oxo-4H-quinolizine-3-carboxylate (24 mg, 0.050 mmol) and an aqueous 1N sodium hydroxide solution (0.500 mL, 0.500 mmol) in MeOH (2 mL) was stirred at 50° C. for 2 h. The reaction mixture was cooled. The MeOH was removed under reduced pressure, the residue was taken-up in water (5 mL) and then neutralized with a 1N hydrochloric acid solution (−0.5 mL). A precipitation was formed and the mixture was extracted with DCM (3×4 mL). The organic layer was concentrated to give the acid (20 mg, 86%).

後処理

  1. temperatureThe reaction mixture was cooled
  2. customThe MeOH was removed under reduced pressure
  3. customA precipitation
  4. customwas formed
  5. extractionthe mixture was extracted with DCM (3×4 mL)
  6. concentrationThe organic layer was concentrated

出典と根拠

ORDレコード
ord-070a87bfa4ae4989851a55db455d09b8
出典データセット
uspto-grants-2016_08
特許番号
US09403818B2

反応ノート

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