Hydrochloric Acid → 2-(2,4-Difluorophenyl)-1-(2-[imidazol-1-yl]pyridin-5-yl)ethanone

HRID 850103노트

반응식

HRID 850103 반응식
CON(C)[C:4]([C:6]1[CH:7]=[CH:8][C:9]([N:12]2[CH:16]=[CH:15][N:14]=[CH:13]2)=[N:10][CH:11]=1)=[O:5].[F:18][C:19]1[CH:27]=[C:26]([F:28])[CH:25]=[CH:24][C:20]=1[CH2:21][Mg]Br.FC1C=C(F)C=CC=1CBr.[Mg].Cl>C1COCC1.CCOCC>[F:18][C:19]1[CH:27]=[C:26]([F:28])[CH:25]=[CH:24][C:20]=1[CH2:21][C:4]([C:6]1[CH:7]=[CH:8][C:9]([N:12]2[CH:16]=[CH:15][N:14]=[CH:13]2)=[N:10][CH:11]=1)=[O:5]

참가 물질

8

반응물 5

HCID 313Hydrochloric AcidHCID 902971-(Bromomethyl)-2,4-difluorobenzeneHCID 5462224MagnesiumHCID 19365961O,N-Dimethyl-2-(imidazol-1-yl)pyridine-5-hydroxamic acidHCID 178505754HCID 178505754, 화합물

생성물 1

HCID 193659472-(2,4-Difluorophenyl)-1-(2-[imidazol-1-yl]pyridin-5-yl)ethanone

시약·촉매·용매 2

HCID 3283Diethyl Ether용매HCID 8028Tetrahydrofuran용매

반응 조건

온도
-70 °C

실험 절차

A solution of the product from part (i) (6.5 g, 28 mmol) in THF (100 ml) was stirred under a nitrogen atmosphere at -70° C. and was treated with a solution of 2,4-difluorobenzylmagnesium bromide [from 2,4-difluorobenzyl bromide (8.1 g, 39 mmol) and magnesium (1.0 g, 42 mmol) using the method of Preparation 20(i)] in ether (100 ml). The mixture was stirred at -70° C. for 0.5 hours and was allowed to warm to room temperature before the addition of dilute hydrochloric acid (2N, 100 ml). The layers were separated and the aqueous phase was extracted with dichloromethane (100 ml). The combined organic extracts were dried (MgSO4) and evaporated under reduced pressure to yield the title compound as a pale yellow solid which was characterised by

후처리

  1. customThe layers were separated
  2. extractionthe aqueous phase was extracted with dichloromethane (100 ml)
  3. dry with materialThe combined organic extracts were dried (MgSO4)
  4. customevaporated under reduced pressure

출처 및 근거

ORD 기록
ord-3afaf22b410841e881234fb4e890eab5
출처 데이터셋
uspto-grants-2000_01
특허 번호
US06015825

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