Ethyl Acetate → HCID 73775810, 화합물

HRID 588069노트

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HRID 588069 반응식
[CH3:1][NH:2][C:3]1[S:4][C:5]([C:8]([F:11])([F:10])[F:9])=[CH:6][CH:7]=1.[N:12]([C:15]1[N:20]=[C:19]([O:21][CH2:22][C:23]([F:26])([F:25])[F:24])[CH:18]=[C:17]([O:27][CH2:28][C:29]([F:32])([F:31])[F:30])[N:16]=1)=[C:13]=[O:14].CCOC(C)=O>C(Cl)Cl>[F:26][C:23]([F:24])([F:25])[CH2:22][O:21][C:19]1[CH:18]=[C:17]([O:27][CH2:28][C:29]([F:32])([F:31])[F:30])[N:16]=[C:15]([NH:12][C:13](=[O:14])[N:2]([CH3:1])[C:3]2[S:4][C:5]([C:8]([F:10])([F:9])[F:11])=[CH:6][CH:7]=2)[N:20]=1

참가 물질

5

반응물 3

HCID 8857Ethyl AcetateHCID 576517972-Isocyanato-4,6-bis(2,2,2-trifluoroethoxy)pyrimidineHCID 86718388N-Methyl-5-(trifluoromethyl)thiophen-2-amine

생성물 1

HCID 73775810HCID 73775810, 화합물

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of N-methyl-5-(trifluoromethyl)thiophen-2-amine in CH2Cl2 (2 mL) was added 2-isocyanato-4,6-bis(2,2,2-trifluoroethoxy)pyrimidine (1.6 mL, 1.0 M in THF) (prepared as described in U.S. Pat. No. 8,013,154, the contents of which were incorporated herein above by reference in their entirety). This reaction was stirred at ambient temperature overnight. TLC indicated the reaction was complete. The solvent was removed under reduced pressure and the residue was purified using normal phase chromatography which afforded product (471 mg, 56% over three steps) as an off-white solid, mp 99-101° C.: Rf=0.26 (30% EtOAc, hex); 1H NMR (DMSO-d6) 10.34 (s, 1H), 7.48 (d, 1H, J=3.3 Hz), 6.78 (d, 1H, J=4.3 Hz), 6.28 (s, 1H), 5.02 (q, 4H, J=17.8, 8.9 Hz), 3.49 (s, 3H); ESIMS m/z 497 [(M-1)+].

후처리

  1. customprepared
  2. customThe solvent was removed under reduced pressure
  3. customthe residue was purified
  4. customafforded product (471 mg, 56% over three steps) as an off-white solid, mp 99-101° C.

출처 및 근거

ORD 기록
ord-0d3442196c7047669393b14f77310353
출처 데이터셋
uspto-grants-2016_01
특허 번호
US09227957B2

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