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Hydrochloric Acid → [6-Chloro-2-(4-ethylpyridine-2-carbonyl)-1H-indol-3-yl]acetic Acid

HRID 396455
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HRID 396455 반응식
C[O:2][C:3](=[O:25])[CH2:4][C:5]1[C:13]2[C:8](=[CH:9][C:10]([Cl:14])=[CH:11][CH:12]=2)[NH:7][C:6]=1[C:15]([C:17]1[CH:22]=[C:21]([CH2:23][CH3:24])[CH:20]=[CH:19][N:18]=1)=[O:16].Cl>[OH-].[Na+].C(O)C>[Cl:14][C:10]1[CH:9]=[C:8]2[C:13]([C:5]([CH2:4][C:3]([OH:25])=[O:2])=[C:6]([C:15]([C:17]3[CH:22]=[C:21]([CH2:23][CH3:24])[CH:20]=[CH:19][N:18]=3)=[O:16])[NH:7]2)=[CH:12][CH:11]=1
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참가 물질

5

반응물 2

HCID 313Hydrochloric AcidHCID 23003267Methyl[6-chloro-2-(4-ethylpyridine-2-carbonyl)-1H-indol-3-yl]acetate

생성물 1

HCID 18542263[6-Chloro-2-(4-ethylpyridine-2-carbonyl)-1H-indol-3-yl]acetic Acid수율 88.2%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 14798Sodium Hydroxide용매

실험 절차

A yellow suspension of methyl[6-chloro-2-(4-ethylpyridine-2-carbonyl)-1H-indol-3-yl]acetate (Example 57, 297 mg, 0.83 mmol) in 2N aqueous sodium hydroxide (2.5 ml) and ethanol (20 ml) was heated at reflux temperature for 3 h. After cooling to room temperature, the mixture was neutralized with 2N aqueous hydrochloric acid (2.5 ml) and concentrated. The residue was diluted with THF (150 ml), dried (MgSO4) and concentrated. The residual solids were recrystallization from ethyl acetate to give 251 mg (88%) of the title compound as yellow solids.

후처리

  1. temperaturewas heated
  2. temperatureat reflux temperature for 3 h
  3. concentrationconcentrated
  4. additionThe residue was diluted with THF (150 ml)
  5. dry with materialdried (MgSO4)
  6. concentrationconcentrated
  7. customrecrystallization from ethyl acetate

출처 및 근거

ORD 기록
ord-1c348cea3a7f456d9e8cdddffcb0002e
출처 데이터셋
uspto-grants-2003_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06608070B1

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