Hydrochloric Acid → 4-[Benzyl-(4-methoxy-benzenesulfonyl)-amino]-7-trifluoromethylquinoline-3-carboxylic acid

HRID 1861634

反応式

C([O:3][C:4]([C:6]1[CH:7]=[N:8][C:9]2[C:14]([C:15]=1[N:16]([CH2:28][C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1)[S:17]([C:20]1[CH:25]=[CH:24][C:23]([O:26][CH3:27])=[CH:22][CH:21]=1)(=[O:19])=[O:18])=[CH:13][CH:12]=[C:11]([C:35]([F:38])([F:37])[F:36])[CH:10]=2)=[O:5])C.[OH-].[Na+].Cl>CO.C1COCC1>[CH2:28]([N:16]([S:17]([C:20]1[CH:25]=[CH:24][C:23]([O:26][CH3:27])=[CH:22][CH:21]=1)(=[O:19])=[O:18])[C:15]1[C:14]2[C:9](=[CH:10][C:11]([C:35]([F:37])([F:38])[F:36])=[CH:12][CH:13]=2)[N:8]=[CH:7][C:6]=1[C:4]([OH:5])=[O:3])[C:29]1[CH:30]=[CH:31][CH:32]=[CH:33][CH:34]=1

参加物

反応条件

温度: 25 °C

実験手順

To a solution of 1.065 g (2.00 mmol) of the product from Example 1 in 4 mL of methanol/THF (1:1) was added 2 mL of 1N sodium hydroxide solution and the resulting mixture was stirred at 25° C. for 18 h. The reaction was then acidified with 1N HCl and extracted with ethyl acetate (200 mL). The organic layer was washed with water and brine, dried over MgSO4, filtered and concentrated in vacuo. The resulting residue was triturated with ethyl acetate/hexane (1:9) and filtered to provide 828 mg (82%) of the desired carboxylic acid as a white solid. Electrospray Mass Spec 517.1 (M+H)

後処理

extractionextracted with ethyl acetate (200 mL)
washThe organic layer was washed with water and brine
dry with materialdried over MgSO4
filtrationfiltered
concentrationconcentrated in vacuo
customThe resulting residue was triturated with ethyl acetate/hexane (1:9)
filtrationfiltered

出典と根拠

ORDレコード: ord-8169476c951f407994a91d7b34f8247f
出典データセット: uspto-grants-2003_03
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US06534491B2

反応式

参加物

反応物 3

生成物 1

試薬・触媒・溶媒 1

反応条件

実験手順

後処理

出典と根拠

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