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

HRID 396438노트

반응식

HRID 396438 반응식
C[O:2][C:3](=[O:24])[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]([Cl:23])[CH:20]=[CH:19][N:18]=1)=[O:16].Cl>C(O)C.[OH-].[Na+]>[Cl:14][C:10]1[CH:9]=[C:8]2[C:13]([C:5]([CH2:4][C:3]([OH:24])=[O:2])=[C:6]([C:15]([C:17]3[CH:22]=[C:21]([Cl:23])[CH:20]=[CH:19][N:18]=3)=[O:16])[NH:7]2)=[CH:12][CH:11]=1

참가 물질

5

반응물 2

HCID 313Hydrochloric AcidHCID 23003320Methyl[6-chloro-2-(4-chloropyridine-2-carbonyl)-1H-indol-3-yl]acetate

생성물 1

HCID 18542278[6-Chloro-2-(4-chloropyridine-2-carbonyl)-1H-indol-3-yl]acetic Acid수율 94%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 14798Sodium Hydroxide용매

반응 조건

온도
50 °C

실험 절차

A suspension of methyl[6-chloro-2-[4-chloropyridine-2-carbonyl]-1H-indol-3-yl]acetate (Example 33, 195 mg, 0.537 mmol) in ethanol (20 ml) and 2N sodium hydroxide (4 ml) was heated for 1 h at 50° C. After cooling to room temperature, 2N hydrochloric acid (4 ml) was added and the mixture was concentrated. The residue was diluted in ethyl acetate (100 ml), washed with water (50 ml×2), and dried (MgSO4). After removal of solvent, the crystalline residue was recrystallized from ethyl acetate to afford 175 mg (94%) of the title compound.

후처리

  1. temperatureAfter cooling to room temperature
  2. concentrationthe mixture was concentrated
  3. additionThe residue was diluted in ethyl acetate (100 ml)
  4. washwashed with water (50 ml×2)
  5. dry with materialdried (MgSO4)
  6. customAfter removal of solvent
  7. customthe crystalline residue was recrystallized from ethyl acetate

출처 및 근거

ORD 기록
ord-58813a0a275a4f4287806d2d730a2c3e
출처 데이터셋
uspto-grants-2003_08
특허 번호
US06608070B1

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