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Potassium Hydroxide → 2-{3-[7-(4-Fluoro-phenyl)-4-oxo-4,5-dihydro-3H-benzo[b][1,4]diazepin-2-yl]-phenyl}-thiazole-4-carboxylic acid

HRID 1062250
ノート
印刷プレビュー

反応式

HRID 1062250 の反応式
C([O:3][C:4]([C:6]1[N:7]=[C:8]([C:11]2[CH:16]=[CH:15][CH:14]=[C:13]([C:17]3[CH2:18][C:19](=[O:35])[NH:20][C:21]4[CH:27]=[C:26]([C:28]5[CH:33]=[CH:32][C:31]([F:34])=[CH:30][CH:29]=5)[CH:25]=[CH:24][C:22]=4[N:23]=3)[CH:12]=2)[S:9][CH:10]=1)=[O:5])C.[OH-].[K+]>CO.CS(C)=O>[F:34][C:31]1[CH:32]=[CH:33][C:28]([C:26]2[CH:25]=[CH:24][C:22]3[N:23]=[C:17]([C:13]4[CH:12]=[C:11]([C:8]5[S:9][CH:10]=[C:6]([C:4]([OH:5])=[O:3])[N:7]=5)[CH:16]=[CH:15][CH:14]=4)[CH2:18][C:19](=[O:35])[NH:20][C:21]=3[CH:27]=2)=[CH:29][CH:30]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 2

HCID 14797Potassium HydroxideHCID 695928182-{3-[7-(4-Fluoro-phenyl)-4-oxo-4,5-dihydro-3H-benzo[b][1,4]diazepin-2-yl]-phenyl}-thiazole-4-carboxylic acid ethyl ester

生成物 1

HCID 222249612-{3-[7-(4-Fluoro-phenyl)-4-oxo-4,5-dihydro-3H-benzo[b][1,4]diazepin-2-yl]-phenyl}-thiazole-4-carboxylic acid収率 54.6%

試薬・触媒・溶媒 2

HCID 679Dimethyl Sulfoxide溶媒
HCID 887
Methanol
溶媒

反応条件

温度
23 °C

実験手順

To a solution of 2-{3-[7-(4-fluoro-phenyl)-4-oxo-4,5-dihydro-3H-benzo[b][1,4]diazepin-2-yl]-phenyl}-thiazole-4-carboxylic acid ethyl ester (Example 153) (49 mg, 0.1 mmol) in a mixture of MeOH (1 mL) and DMSO (1.5 mL) was added 2N KOH (1 mL, 2 mmol). The mixture was stirred at 23° C. for 0.5 h and then partitioned between ethyl acetate and H2O. The pH of the aqueous phase was set to 3 by the addition of 3N HCl and then stirred in the ice-bath for 0.5 h. The precipitate was collected by filtration, triturated with EtOH/Et2O (1/1) and dried, to give the title compound as light yellow solid (25 mg).

後処理

  1. custompartitioned between ethyl acetate and H2O
  2. additionThe pH of the aqueous phase was set to 3 by the addition of 3N HCl
  3. stirringstirred in the ice-bath for 0.5 h
  4. filtrationThe precipitate was collected by filtration
  5. customtriturated with EtOH/Et2O (1/1)
  6. customdried

出典と根拠

ORDレコード
ord-e1064f2fe1994d939386f1d14d0af204
出典データセット
uspto-grants-2005_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06960578B2

反応ノート

読み込み中…

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