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

HRID 2204193ノート

反応式

HRID 2204193 の反応式
[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

参加物

4

反応物 2

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

生成物 1

HCID 569730131-Methyl-1H-indazole-7-carboxylic acid収率 97%

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

反応条件

温度
80 °C

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-04b4497b2ea1402ab5f5f93340971a18
出典データセット
uspto-grants-2016_06
特許番号
US09365588B2

反応ノート

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