Sodium Hydroxide → 5-[Bis-(2,2,2-trifluoro-ethyl)-amino]-6-cyclopropylmethoxy-pyridine-2-carboxylic acid

HRID 927606노트

반응식

HRID 927606 반응식
C[O:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([N:11]([CH2:17][C:18]([F:21])([F:20])[F:19])[CH2:12][C:13]([F:16])([F:15])[F:14])=[C:7]([O:22][CH2:23][CH:24]2[CH2:26][CH2:25]2)[N:6]=1)=[O:4].[OH-].[Na+]>C(O)C>[F:21][C:18]([F:19])([F:20])[CH2:17][N:11]([CH2:12][C:13]([F:16])([F:15])[F:14])[C:8]1[CH:9]=[CH:10][C:5]([C:3]([OH:4])=[O:2])=[N:6][C:7]=1[O:22][CH2:23][CH:24]1[CH2:26][CH2:25]1

참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 866747735-(Bis(2,2,2-trifluoroethyl)amino)-6-(cyclopropylmethoxy)-pyridine-2-carboxylic acid methyl ester

생성물 1

HCID 866747745-[Bis-(2,2,2-trifluoro-ethyl)-amino]-6-cyclopropylmethoxy-pyridine-2-carboxylic acid

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A solution of 5-(bis(2,2,2-trifluoroethyl)amino)-6-(cyclopropylmethoxy)-pyridine-2-carboxylic acid methyl ester (60 mg, 0.16 mmol) and sodium hydroxide (9 mg, 0.23 mmol) in ethanol (20 mL) was reacted for 2 h at 90° C. The reaction mixture was concentrated under reduced pressure, dissolved in water and extracted with ethyl acetate (10 mL). The pH of the aqueous layer was adjusted to 2 by addition of 1 N hydrochloric acid; the aqueous layer was extracted with ethyl acetate (3×10 mL), washed with brine (2×10 mL), dried over Na2SO4 and evaporated to dryness (0.03 g, crude). The crude product was used for next step without further purification; MS: m/e=373.1 [M+H]+.

후처리

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. dissolutiondissolved in water
  3. extractionextracted with ethyl acetate (10 mL)
  4. additionThe pH of the aqueous layer was adjusted to 2 by addition of 1 N hydrochloric acid
  5. extractionthe aqueous layer was extracted with ethyl acetate (3×10 mL)
  6. washwashed with brine (2×10 mL)
  7. dry with materialdried over Na2SO4
  8. customevaporated to dryness (0.03 g, crude)
  9. customThe crude product was used for next step without further purification

출처 및 근거

ORD 기록
ord-46757dac860348b88360633bf02c9ce0
출처 데이터셋
uspto-grants-2016_03
특허 번호
US09290451B2

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