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

HRID 396438ノート

反応式

HRID 396438 の反応式
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

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 14798Sodium Hydroxide溶媒

反応条件

温度
50 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-58813a0a275a4f4287806d2d730a2c3e
出典データセット
uspto-grants-2003_08
特許番号
US06608070B1

反応ノート

読み込み中…