Hydrochloric Acid → 6-methyl-5-(6-(trifluoromethyl)-1H-indazol-4-yl)picolinic acid

HRID 58040ノート

反応式

HRID 58040 の反応式
[CH3:1][C:2]1[N:7]=C(C#N)[CH:5]=[CH:4][C:3]=1[C:10]1[CH:18]=[C:17]([C:19]([F:22])([F:21])[F:20])[CH:16]=[C:15]2[C:11]=1[CH:12]=[N:13][NH:14]2.[OH-:23].[Na+].Cl.[CH3:26][CH2:27][OH:28]>>[CH3:1][C:2]1[N:7]=[C:26]([C:27]([OH:23])=[O:28])[CH:5]=[CH:4][C:3]=1[C:10]1[CH:18]=[C:17]([C:19]([F:22])([F:21])[F:20])[CH:16]=[C:15]2[C:11]=1[CH:12]=[N:13][NH:14]2

参加物

5

反応物 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 14798Sodium HydroxideHCID 897829316-methyl-5-(6-(trifluoromethyl)-1H-indazol-4-yl)picolinonitrile

生成物 1

HCID 897833556-methyl-5-(6-(trifluoromethyl)-1H-indazol-4-yl)picolinic acid収率 89%

実験手順

To 6-methyl-5-(6-(trifluoromethyl)-1H-indazol-4-yl)picolinonitrile (1.7 g, 5.62 mmol) in EtOH (20 mL) was added sodium hydroxide (14.06 mL, 28.1 mmol) and the resulting mixture was stirred for 16 hours at reflux. The mixture was subsequently cooled to room temperature and acidified with concentrated HCl. Volatiles were evaporated and the residue purified by CombiFlash® chromatography (5-40% MeOH in DCM over 120 minutes). The product-containing fractions were combined and concentrated in vacuo to give the title compound as a white solid (1.6 g, 89%). ESI-MS m/z [M+H]+ calc'd for C15H10F3N3O2, 322.1. found 322.06.

後処理

  1. temperatureat reflux
  2. customVolatiles were evaporated
  3. customthe residue purified by CombiFlash® chromatography (5-40% MeOH in DCM over 120 minutes)
  4. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-67116a1f1f614286a64f0da071cfc36a
出典データセット
uspto-grants-2016_09
特許番号
US09434743B2

反応ノート

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