Sodium Hydroxide → 1-Methyl-1H-indazole-7-carboxylic acid

HRID 1908110노트

반응식

HRID 1908110 반응식
[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][C:9]=2[C:11]([O:13]C)=[O:12])[CH:4]=[N:3]1.[OH-].[Na+]>O1CCOCC1>[CH3:1][N:2]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][C:9]=2[C:11]([OH:13])=[O:12])[CH:4]=[N:3]1

참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 37818682Methyl 1-methyl-1H-indazole-7-carboxylate

생성물 1

HCID 569730131-Methyl-1H-indazole-7-carboxylic acid수율 97%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

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온도
80 °C

실험 절차

Methyl 1-methylindazole-7-carboxylate (1 g, 5.3 mmol) was suspended in a mixture of sodium hydroxide (12 mL of 1.0 M, 12 mmol) and 1,4-dioxane (8.7 mL). The reaction mixture was heated at 80° C. for 30 minutes. The dioxane was evaporated off and the aqueous layer was extracted with ethyl acetate three times and the extracts were discarded. The aqueous layer was then acidified with 4M hydrochloric acid and then filtered and washed with 1M hydrochloric acid to yield 1-methylindazole-7-carboxylic acid (0.9 g, 97%) as a white solid. 1H NMR (400 MHz, DMSO) δ 13.31 (s, 1H), 8.20 (s, 1H), 8.01 (d, J=8.0 Hz, 1H), 7.87 (d, J=7.2 Hz, 1H), 7.21 (t, J=7.6 Hz, 1H), 4.18 (s, 3H).

후처리

  1. customThe dioxane was evaporated off
  2. extractionthe aqueous layer was extracted with ethyl acetate three times
  3. filtrationfiltered
  4. washwashed with 1M hydrochloric acid

출처 및 근거

ORD 기록
ord-3521863a7c6641a99cadc6a101c696e0
출처 데이터셋
uspto-grants-2013_12
특허 번호
US08598164B2

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