Sodium Hydroxide → HCID 86732538, 화합물

HRID 623305노트

반응식

HRID 623305 반응식
[Cl:1][C:2]1[C:3]([CH2:12][CH2:13][NH:14][C:15](=[O:26])[C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=2[C:22]([F:25])([F:24])[F:23])=[N:4][CH:5]=[C:6]([C:8]([F:11])([F:10])[F:9])[CH:7]=1.[OH-].[Na+]>CO>[Cl:1][C:2]1[C:3]([CH2:12][CH:13]=[N:14][C:15](=[O:26])[C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=2[C:22]([F:23])([F:24])[F:25])=[N:4][CH:5]=[C:6]([C:8]([F:10])([F:9])[F:11])[CH:7]=1

참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 11158353Fluopyram

생성물 1

HCID 86732538HCID 86732538, 화합물수율 17.1%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

2.00 g of N-{2-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]ethyl}-2-(trifluoromethyl)benzamide (Int-5), (known from WO 2004/016088), were dissolved in 20 mL of methanol. 1 mL of concentrated bleach was added to the reaction mixture at room temperature. The reaction mixture was stirred for 24 hours at room temperature. 20 mL of a 1N aqueous solution of sodium hydroxide were added to the reaction mixture which was then extracted twice with diethyl ether. The combined organic phases were dried over magnesium sulphate, concentrated in vacuo to yield 1.41 g of crude product which was purified by chromatography on silica gel with ethyl acetate/heptane (3/7 v/v) as eluting phase. 340 mg (17%) of desired N-{2-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]ethylidene}-2-(trifluoromethyl)benzamide (Int-6) were obtained, [M+1]=395.

후처리

  1. addition1 mL of concentrated bleach was added to the reaction mixture at room temperature
  2. extractionwas then extracted twice with diethyl ether
  3. dry with materialThe combined organic phases were dried over magnesium sulphate
  4. concentrationconcentrated in vacuo
  5. customto yield 1.41 g of crude product which
  6. customwas purified by chromatography on silica gel with ethyl acetate/heptane (3/7 v/v)
  7. washas eluting phase

출처 및 근거

ORD 기록
ord-124d1a98be6849aaa73782c8425bbb2c
출처 데이터셋
uspto-grants-2016_04
특허 번호
US09301526B2

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