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Hydrochloric Acid → HCID 71657494, 화합물

HRID 1521891
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HRID 1521891 반응식
[CH:1]1([C:4]2[N:26]([CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][C:33]([O:35]CC)=[O:34])[C:7]3=[N:8][C:9]([C:19]4[CH:24]=[CH:23][C:22]([CH3:25])=[CH:21][CH:20]=4)=[C:10]([C:12]4[CH:17]=[CH:16][C:15]([CH3:18])=[CH:14][CH:13]=4)[N:11]=[C:6]3[CH:5]=2)[CH2:3][CH2:2]1.[OH-].[Na+].O.Cl>CCO>[CH:1]1([C:4]2[N:26]([CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH2:32][C:33]([OH:35])=[O:34])[C:7]3=[N:8][C:9]([C:19]4[CH:20]=[CH:21][C:22]([CH3:25])=[CH:23][CH:24]=4)=[C:10]([C:12]4[CH:13]=[CH:14][C:15]([CH3:18])=[CH:16][CH:17]=4)[N:11]=[C:6]3[CH:5]=2)[CH2:3][CH2:2]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14798Sodium HydroxideHCID 86690312HCID 86690312, 화합물

생성물 1

HCID 71657494HCID 71657494, 화합물

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

Ethyl 7-(6-cyclopropyl-2,3-di-p-tolyl-5H-pyrrolo[2,3-b]pyrazin-5-yl)heptanoate (Step 6) (230 mg, 0.464 mmol) in EtOH (4 ml) was treated with 2M NaOH (0.696 ml, 1.392 mmol) and stirred at room temperature for 16 hours. The reaction mixture was added to water (50 ml) and the pH was adjusted to pH 1 by addition of 2M HCl. The resulting suspension was filtered, washed with water (×3) and dried under vacuum. The resultant residue was dissolved in EtOH (minimal) and excess water added. The resultant aqueous was then extracted with DCM (×3), and the organic solvent removed under reduced pressure. The resultant residue was then taken in diethyl ether, sonicated and the solvent removed under reduced pressure. Further diethyl ether was added, sonicated and the solvent removed under reduced pressure. The resultant residue was dissolved in EtOAc (minimal) and excess iso-hexane was added. The resultant suspension was filtered, the filter cake washed with iso-hexane (×4) and dried to afford the titled compound as a pale yellow solid.

후처리

  1. filtrationThe resulting suspension was filtered
  2. washwashed with water (×3)
  3. customdried under vacuum
  4. dissolutionThe resultant residue was dissolved in EtOH (minimal)
  5. additionexcess water added
  6. extractionThe resultant aqueous was then extracted with DCM (×3)
  7. customthe organic solvent removed under reduced pressure
  8. customsonicated
  9. customthe solvent removed under reduced pressure
  10. additionFurther diethyl ether was added
  11. customsonicated
  12. customthe solvent removed under reduced pressure
  13. dissolutionThe resultant residue was dissolved in EtOAc (minimal)
  14. additionexcess iso-hexane was added
  15. filtrationThe resultant suspension was filtered
  16. washthe filter cake washed with iso-hexane (×4)
  17. customdried

출처 및 근거

ORD 기록
ord-659a4b12c34346abae4c358def3bcb0f
출처 데이터셋
uspto-grants-2015_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09073932B2

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