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

HRID 850103ノート

反応式

HRID 850103 の反応式
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]

参加物

8

反応物 5

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 3283Diethyl Ether溶媒HCID 8028Tetrahydrofuran溶媒

反応条件

温度
-70 °C

実験手順

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

後処理

  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

出典と根拠

ORDレコード
ord-3afaf22b410841e881234fb4e890eab5
出典データセット
uspto-grants-2000_01
特許番号
US06015825

反応ノート

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