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

HRID 1766438노트

반응식

HRID 1766438 반응식
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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

실험 절차

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)+.

후처리

  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)+

출처 및 근거

ORD 기록
ord-1bfd4b240c014451b79489a66ed5bde0
출처 데이터셋
uspto-grants-2007_06
특허 번호
US07229999B2

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