Sodium Hydroxide → 1-((4-methoxyphenyl)methyl)-1H-indazole-3-carboxylic acid

HRID 1372789

반응식

HRID 1372789 반응식
[CH3:1][O:2][C:3]1[CH:22]=[CH:21][C:6]([CH2:7][N:8]2[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[C:10]([C:17]([O:19]C)=[O:18])=[N:9]2)=[CH:5][CH:4]=1.[OH-].[Na+]>C1COCC1.Cl>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([CH2:7][N:8]2[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[C:10]([C:17]([OH:19])=[O:18])=[N:9]2)=[CH:21][CH:22]=1

참가 물질

5

반응물 2

HCID 14798Sodium HydroxideHCID 17859014methyl 1-((4-methoxyphenyl)methyl)-1H-indazole-3-carboxylate

생성물 1

HCID 178594441-((4-methoxyphenyl)methyl)-1H-indazole-3-carboxylic acid수율 80%

시약·촉매·용매 2

HCID 313Hydrochloric Acid용매HCID 8028Tetrahydrofuran용매

실험 절차

Methyl 1-(4-methoxybenzyl)-3-indazolylcarboxylate (830 mg, 2.80 mmol) was dissolved in THF (22 ml). To the resulting solution was added 0.25N NaOH (22 ml, 5.60 mmol). The resulting mixture was stirred for 15 hours at room temperature. The reaction mixture was poured in 1N HCl (50 ml), followed by extraction with chloroform (2×100 ml). The extract was dried over anhydrous magnesium sulfate and distilled under reduced pressure to remove the solvent. The residue was dissolved in chloroform and hexane was added to the resulting solution until precipitation appeared. The crystals thus precipitated were collected by filtration under reduced pressure and dried for 12 hours under reduced pressure to give 1-(4-methoxybenzyl)-3-indazolylcarboxylicacid (630 mg, 80%) as a colorless amorphous substance.

후처리

  1. extractionfollowed by extraction with chloroform (2×100 ml)
  2. dry with materialThe extract was dried over anhydrous magnesium sulfate
  3. distillationdistilled under reduced pressure
  4. customto remove the solvent
  5. dissolutionThe residue was dissolved in chloroform
  6. additionhexane was added to the resulting solution until precipitation
  7. customThe crystals thus precipitated
  8. filtrationwere collected by filtration under reduced pressure
  9. customdried for 12 hours under reduced pressure

출처 및 근거

ORD 기록
ord-44fa06e71e484ca382967f1ba947822e
출처 데이터셋
uspto-grants-2007_01
특허 번호
US07157487B2

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