Triethylamine → 4-(Pyrrolidin-1-yl)-2,5-difluorobenzoic acid ethyl ester

HRID 729372노트

반응식

HRID 729372 반응식
[CH2:1]([O:3][C:4](=[O:14])[C:5]1[CH:10]=[C:9]([F:11])[C:8](F)=[CH:7][C:6]=1[F:13])[CH3:2].[CH2:15]([N:17](CC)[CH2:18][CH3:19])[CH3:16].N1CCCC1>C(#N)C.C(OCC)(=O)C>[CH2:1]([O:3][C:4](=[O:14])[C:5]1[CH:10]=[C:9]([F:11])[C:8]([N:17]2[CH2:18][CH2:19][CH2:16][CH2:15]2)=[CH:7][C:6]=1[F:13])[CH3:2]

참가 물질

6

반응물 3

HCID 8471TriethylamineHCID 31268PyrrolidineHCID 2774397Benzoic acid, 2,4,5-trifluoro-, ethyl ester

생성물 1

HCID 210411804-(Pyrrolidin-1-yl)-2,5-difluorobenzoic acid ethyl ester수율 97%

시약·촉매·용매 2

HCID 6342Acetonitrile용매HCID 8857Ethyl Acetate용매

실험 절차

To a solution of 2,4,5-trifluorobenzoic acid ethyl ester (Example 1e, 4.32 g, 21.2 mmol) in acetonitrile (25 mL) is added triethylamine (5.9 mL, 42.3 mmol) and pyrrolidine (2.2 mL, 25.4 mmol). After 24 hours, the reaction mixture is diluted with ethyl acetate and washed with saturated NaHCO3, water, and brine. The organic layer is dried over MgSO4, filtered, and the filtrate is concentrated to afford the title compound as an oil (5.25 g). MS CI: m/z 256 (MH+).

후처리

  1. washwashed with saturated NaHCO3, water, and brine
  2. dry with materialThe organic layer is dried over MgSO4
  3. filtrationfiltered
  4. concentrationthe filtrate is concentrated

출처 및 근거

ORD 기록
ord-7b108041613441d4a79047de8c2bfc4c
출처 데이터셋
uspto-grants-2009_09
특허 번호
US07582627B2

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