Water → 5-(2-Chloro-5-trifluoromethyl-phenyl)-6-cyclopentyloxy-3-pyridinecarboxylic acid

HRID 1929814ノート

反応式

HRID 1929814 の反応式
C[O:2][C:3]([C:5]1[CH:6]=[N:7][C:8]([O:22][CH:23]2[CH2:27][CH2:26][CH2:25][CH2:24]2)=[C:9]([C:11]2[CH:16]=[C:15]([C:17]([F:20])([F:19])[F:18])[CH:14]=[CH:13][C:12]=2[Cl:21])[CH:10]=1)=[O:4].O.[OH-].[Na+]>O1CCOCC1>[Cl:21][C:12]1[CH:13]=[CH:14][C:15]([C:17]([F:18])([F:20])[F:19])=[CH:16][C:11]=1[C:9]1[CH:10]=[C:5]([C:3]([OH:4])=[O:2])[CH:6]=[N:7][C:8]=1[O:22][CH:23]1[CH2:27][CH2:26][CH2:25][CH2:24]1

参加物

5

反応物 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 675053545-(2-Chloro-5-trifluoromethyl-phenyl)-6-cyclopentyloxy-3-pyridinecarboxylic acid methyl ester

生成物 1

HCID 211097015-(2-Chloro-5-trifluoromethyl-phenyl)-6-cyclopentyloxy-3-pyridinecarboxylic acid

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

実験手順

5-(2-Chloro-5-trifluoromethyl-phenyl)-6-cyclopentyloxy-3-pyridinecarboxylic acid methyl ester (0.27 g, 0.7 mmol) was dissolved in dioxane (6 mL). Water (6 mL) and sodium hydroxide solution (2 mL, 2N) was added and the mixture was boiled with stirring for 2.5 h, cooled to room temperature and partitioned between diethyl ether and hydrochloric acid (1N). Organic phases were pooled, dried with Na2SO4 and the solvent was evaporated. The residue, 0.27 g of the title compound as a orange-yellow solid was introduced into the next step without purification, MS (ISP) 386.5 (M+H)+.

後処理

  1. custompartitioned between diethyl ether and hydrochloric acid (1N)
  2. dry with materialdried with Na2SO4
  3. customthe solvent was evaporated
  4. additionThe residue, 0.27 g of the title compound as a orange-yellow solid was introduced into the next step without purification, MS (ISP) 386.5 (M+H)+

出典と根拠

ORDレコード
ord-e27288a8c457411398d5171955b682f2
出典データセット
uspto-grants-2012_05
特許番号
US08188093B2

反応ノート

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