Ethylamine → 3-Chloro-2-fluorobenzoic acid

HRID 368650

반응식

HRID 368650 반응식
[Cl:1][C:2]1[C:3]([F:15])=[C:4]([C:8]([Si:11]([CH3:14])([CH3:13])[CH3:12])=[CH:9][CH:10]=1)[C:5]([OH:7])=[O:6].[CH2:16]([NH2:18])[CH3:17]>>[Cl:1][C:2]1[C:3]([F:15])=[C:4]([CH:8]=[CH:9][CH:10]=1)[C:5]([OH:7])=[O:6].[Cl:1][C:2]1[C:3]([F:15])=[C:4]([C:8]([Si:11]([CH3:14])([CH3:13])[CH3:12])=[CH:9][CH:10]=1)[C:5]([NH:18][CH2:16][CH3:17])=[O:7]

참가 물질

4

실험 절차

The trimethylsilyl ester of 3-chloro-2-fluorobenzoic acid (11.66 g) was prepared in 84% yield using the method described in Example 207. This ester (2.47 g) was converted to 0.45 g of 3-chloro-2-fluoro-6-(trimethylsilyl)benzoic acid in 18% yield using the method of Example 207. The crude product was converted to the acid chloride by the procedure of example b. The acid chloride was reacted with 70% aq ethylamine using General Method E1 to afford the title compound. Purification by flash chromatography (ethyl acetate/hexanes) followed by recrystallization from pentane gave 84 mg of the title compound as an off-white solid (18%). m.p. 96-97° C.

출처 및 근거

ORD 기록
ord-a831ff2774d344838737df81e50e74df
출처 데이터셋
uspto-grants-2000_10
특허 번호
US06133252

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