3-(Trifluoromethyl)aniline → STK345463

HRID 557353노트

반응식

HRID 557353 반응식
[Cl:1][C:2]1[C:7]([C:8](Cl)=[O:9])=[CH:6][CH:5]=[CH:4][N:3]=1.[F:11][C:12]([F:21])([F:20])[C:13]1[CH:14]=[C:15]([CH:17]=[CH:18][CH:19]=1)[NH2:16].CCN(C(C)C)C(C)C>C(Cl)Cl>[Cl:1][C:2]1[C:7]([C:8]([NH:16][C:15]2[CH:17]=[CH:18][CH:19]=[C:13]([C:12]([F:11])([F:20])[F:21])[CH:14]=2)=[O:9])=[CH:6][CH:5]=[CH:4][N:3]=1

참가 물질

5

반응물 3

HCID 73753-(Trifluoromethyl)anilineHCID 81531DiisopropylethylamineHCID 27745412-Chloronicotinoyl chloride

생성물 1

HCID 683662STK345463수율 93.3%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

2-Chloropyridine-3-carbonyl chloride (18.02 g, 0.102 mol) in CH2Cl2 (100 ml) was added dropwise (via an addition funnel) to a stirred solution of 3-(trifluoromethyl)-aniline (15.00 g, 0.093 mol) and DIEA (24.39 ml, 0.14 mol) in CH2Cl2 (500 ml) at 0° C. The mixture gradually was warmed to RT. The reaction continued for 18 h before washing several times with saturated NaHCO3 aqueous solution and brine, respectively. The organic layer was dried over Na2SO4 and evaporated. The resulting oil was purified over silica gel with EtOAc/hexane (2:1) as eluant to leave the amide as a white solid (26.08 g). MS: (ES+) 301 (M+1)+; (ES−): 299 (M−1)−. Calc'd for C13H8ClF3N2O: 300.03.

후처리

  1. washbefore washing several times with saturated NaHCO3 aqueous solution and brine
  2. dry with materialThe organic layer was dried over Na2SO4
  3. customevaporated
  4. customThe resulting oil was purified over silica gel with EtOAc/hexane (2:1) as eluant

출처 및 근거

ORD 기록
ord-4ada2e278b0741f48afc82272d08cdfc
출처 데이터셋
uspto-grants-2011_11
특허 번호
US08058445B2

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