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Sodium Hydroxide → HCID 10231423, 화합물

HRID 1375068
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HRID 1375068 반응식
C([O:3][C:4](=[O:44])[CH2:5][C:6]1([C:15]2[CH:20]=[CH:19][C:18]([NH:21][C:22](=[O:43])[CH2:23][C:24]3[CH:29]=[CH:28][C:27]([NH:30][C:31]([NH:33][C:34]4[CH:39]=[CH:38][CH:37]=[CH:36][C:35]=4[CH3:40])=[O:32])=[C:26]([O:41][CH3:42])[CH:25]=3)=[CH:17][CH:16]=2)[CH2:14][C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH2:7]1)C.[OH-].[Na+]>C(O)C>[CH3:42][O:41][C:26]1[CH:25]=[C:24]([CH2:23][C:22]([NH:21][C:18]2[CH:17]=[CH:16][C:15]([C:6]3([CH2:5][C:4]([OH:44])=[O:3])[CH2:14][C:13]4[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=4)[CH2:7]3)=[CH:20][CH:19]=2)=[O:43])[CH:29]=[CH:28][C:27]=1[NH:30][C:31]([NH:33][C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][C:35]=1[CH3:40])=[O:32]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 69419383HCID 69419383, 화합물

생성물 1

HCID 10231423HCID 10231423, 화합물수율 52.5%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A solution of [2-(4-(2-(3-methoxy-4-(3-o-tolyl-ureido)-phenyl)-acetylamino)-phenyl)-indan-2-yl]-acetic acid ethyl ester (0.06 g, Reference Example 16) in ethanol (10 mL) was treated with aqueous sodium hydroxide (300 μL, 1N) and the mixture was heated at reflux temperature for 8 hours and then left at room temperature overnight and then evaporated. The residue was treated with water (20 mL) and the mixture was warmed to aid dissolution. This solution was acidified to pH 1 by addition of hydrochloric acid (1N) when a precipitate was formed. The mixture was kept at 0° C. for 30 minutes then extracted with ethyl acetate. The ethyl acetate extract was dried over magnesium sulfate and then evaporated. The residual white solid was subjected to chromatography [gradient HPLC using 50% acetonitrile and water, 1 mL/minute] to give the title compound (0.03 g) as a white solid.

후처리

  1. temperaturethe mixture was heated
  2. temperatureat reflux temperature for 8 hours
  3. customevaporated
  4. additionThe residue was treated with water (20 mL)
  5. temperaturethe mixture was warmed
  6. dissolutiondissolution
  7. additionThis solution was acidified to pH 1 by addition of hydrochloric acid (1N) when a precipitate
  8. customwas formed
  9. waitThe mixture was kept at 0° C. for 30 minutes
  10. extractionthen extracted with ethyl acetate
  11. extractionThe ethyl acetate extract
  12. dry with materialwas dried over magnesium sulfate
  13. customevaporated

출처 및 근거

ORD 기록
ord-0e1c713a27134adc9762d662b3540242
출처 데이터셋
uspto-grants-2007_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07166616B2

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