Sodium Hydroxide → 4-[(S)-3-tert-Butoxycarbonylaminopyrrolidin-1-yl]-3-chloro-2-cyclopropylamino-5-fluoro-benzoic acid

HRID 10296ノート

反応式

HRID 10296 の反応式
C([O:3][C:4](=[O:30])[C:5]1[CH:10]=[C:9]([F:11])[C:8]([N:12]2[CH2:16][CH2:15][C@H:14]([NH:17][C:18]([O:20][C:21]([CH3:24])([CH3:23])[CH3:22])=[O:19])[CH2:13]2)=[C:7]([Cl:25])[C:6]=1[NH:26][CH:27]1[CH2:29][CH2:28]1)C.[OH-].[Na+]>CO.O1CCCC1.C(OCC)(=O)C>[C:21]([O:20][C:18]([NH:17][C@H:14]1[CH2:15][CH2:16][N:12]([C:8]2[C:9]([F:11])=[CH:10][C:5]([C:4]([OH:30])=[O:3])=[C:6]([NH:26][CH:27]3[CH2:28][CH2:29]3)[C:7]=2[Cl:25])[CH2:13]1)=[O:19])([CH3:24])([CH3:22])[CH3:23]

参加物

6

反応物 2

HCID 14798Sodium HydroxideHCID 578326504-((s)-3-Tert-butoxycarbonylaminopyrrolidin-1-yl)-3-chloro-2-cyclopropylamino-5-fluorobenzoic acid ethyl ester

生成物 1

HCID 586818934-[(S)-3-tert-Butoxycarbonylaminopyrrolidin-1-yl]-3-chloro-2-cyclopropylamino-5-fluoro-benzoic acid

試薬・触媒・溶媒 3

HCID 887Methanol溶媒HCID 8028Tetrahydrofuran溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
80 °C

実験手順

To a solution of 4-[(S)-3-(tert-butoxycarbonylamino)pyrrolidin-1-yl]-3-chloro-2-cyclopropylamino-5-fluorobenzoic acid ethyl ester (Example 3c, 2.90 g, 6.56 mmol) in methanol (30 mL) and tetrahydrofuran (30 mL) is added a 1N solution of sodium hydroxide (50 mL). The reaction mixture is stirred at 80° C. for 20 hours, cooled to room temperature, and diluted with ethyl acetate. The organic layer is washed with 1N hydrochloric acid, water, and brine. The organic layer is dried over MgSO4, filtered, and filtrate concentrated to the title compound as a solid (2.74 g). MS CI: m/z 414 (MH+).

後処理

  1. temperaturecooled to room temperature
  2. washThe organic layer is washed with 1N hydrochloric acid, water, and brine
  3. dry with materialThe organic layer is dried over MgSO4
  4. filtrationfiltered
  5. concentrationfiltrate concentrated to the title compound as a solid (2.74 g)

出典と根拠

ORDレコード
ord-ad384940417e4d18b0bae0170e802d31
出典データセット
uspto-grants-2006_08
特許番号
US07094780B1

反応ノート

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