Sodium Hydroxide → HCID 21978853, 화합물

HRID 10297노트

반응식

HRID 10297 반응식
C([O:3][C:4](=[O:21])[C:5]1[CH:10]=[C:9]([F:11])[C:8]([N:12]2[CH2:16][CH2:15][CH2:14][CH2:13]2)=[CH:7][C:6]=1[NH:17][CH:18]1[CH2:20][CH2:19]1)C.[OH-].[Na+]>CO.O1CCCC1.C(OCC)(=O)C>[CH:18]1([NH:17][C:6]2[CH:7]=[C:8]([N:12]3[CH2:13][CH2:14][CH2:15][CH2:16]3)[C:9]([F:11])=[CH:10][C:5]=2[C:4]([OH:21])=[O:3])[CH2:19][CH2:20]1

참가 물질

6

반응물 2

HCID 14798Sodium HydroxideHCID 210411862-Cyclopropylamino-5-fluoro-4-pyrrolidin-1-ylbenzoic acid ethyl ester

생성물 1

HCID 21978853HCID 21978853, 화합물수율 89.9%

시약·촉매·용매 3

HCID 887Methanol용매HCID 8028Tetrahydrofuran용매HCID 8857Ethyl Acetate용매

반응 조건

온도
80 °C

실험 절차

To a solution of 4-(pyrrolidin-1-yl)-2-cyclopropylamino-5-fluorobenzoic acid ethyl ester (Example 3e, 3.10 g, 10.4 mmol) in methanol (50 mL) and tetrahydrofuran (20 mL) is added 1N solution of sodium hydroxide (35 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 the filtrate concentrated to afford the title compound as a solid (2.47 g). MS CI: m/z 263 (M+).

후처리

  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. concentrationthe filtrate concentrated

출처 및 근거

ORD 기록
ord-ce8ce431edd04053a879283a27982b23
출처 데이터셋
uspto-grants-2006_08
특허 번호
US07094780B1

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