Sodium Hydroxide → 3-(2,5-Dimethyl-pyrrol-1-yl)-5,6-bis-trifluoromethyl-pyridine-2-carboxylic acid

HRID 444942노트

반응식

HRID 444942 반응식
C[O:2][C:3]([C:5]1[C:10]([N:11]2[C:15]([CH3:16])=[CH:14][CH:13]=[C:12]2[CH3:17])=[CH:9][C:8]([C:18]([F:21])([F:20])[F:19])=[C:7]([C:22]([F:25])([F:24])[F:23])[N:6]=1)=[O:4].[OH-].[Na+]>CO>[CH3:16][C:15]1[N:11]([C:10]2[C:5]([C:3]([OH:4])=[O:2])=[N:6][C:7]([C:22]([F:25])([F:23])[F:24])=[C:8]([C:18]([F:19])([F:20])[F:21])[CH:9]=2)[C:12]([CH3:17])=[CH:13][CH:14]=1

참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 866576693-(2,5-Dimethyl-pyrrol-1-yl)-5,6-bis-trifluoromethyl-pyridine-2-carboxylic acid methyl ester

생성물 1

HCID 584423653-(2,5-Dimethyl-pyrrol-1-yl)-5,6-bis-trifluoromethyl-pyridine-2-carboxylic acid

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a stirred solution 3-(2,5-dimethyl-pyrrol-1-yl)-5,6-bis-trifluoromethyl-pyridine-2-carboxylic acid methyl ester (1.28 g, 3.49 mmol) in methanol (25 ml) was added 1M NaOH (7 ml, 6.99 mmol) and the reaction mixture was left to stir at RT for 30 min. The solvent was removed in vacuo and water (20 ml) was added to the remaining residue. The pH was adjusted to pH 4/5 by the addition of 1M HCl. The mixture was extracted with EtOAc (3×20 ml) and the combined organic extracts were washed with brine (30 ml), dried (MgSO4) and concentrated in vacuo and dried in a vacuum oven (50° C.) overnight to give the crude title product as an orange solid which was used without further purification; LC-MS: Rt 1.23 min; MS m/z 353.1 [M+H]+; Method 2 minLC_v003.

후처리

  1. waitthe reaction mixture was left
  2. customThe solvent was removed in vacuo and water (20 ml)
  3. additionwas added to the remaining residue
  4. additionThe pH was adjusted to pH 4/5 by the addition of 1M HCl
  5. extractionThe mixture was extracted with EtOAc (3×20 ml)
  6. washthe combined organic extracts were washed with brine (30 ml)
  7. dry with materialdried (MgSO4)
  8. concentrationconcentrated in vacuo
  9. customdried in a vacuum oven (50° C.) overnight

출처 및 근거

ORD 기록
ord-3986c0d94d984ee0bc4907fc13ffa2b2
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08476269B2

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