Pyridine → HCID 178507781, 화합물

HRID 410115노트

반응식

HRID 410115 반응식
ClC(N(C)C)=C(C)C.[F:9][CH:10]([F:25])[O:11][C:12]1[CH:20]=[C:19]([N+:21]([O-:23])=[O:22])[C:18]([NH2:24])=[CH:17][C:13]=1[C:14]([OH:16])=O.[F:26][C:27]([F:36])([F:35])[C@H:28]1[CH2:33][CH2:32][C@H:31]([NH2:34])[CH2:30][CH2:29]1.N1C=CC=CC=1>C(Cl)Cl.C1COCC1>[F:26][C:27]([F:35])([F:36])[C@H:28]1[CH2:29][CH2:30][C@H:31]([NH:34][C:14](=[O:16])[C:13]2[CH:17]=[C:18]([NH2:24])[C:19]([N+:21]([O-:23])=[O:22])=[CH:20][C:12]=2[O:11][CH:10]([F:9])[F:25])[CH2:32][CH2:33]1

참가 물질

7

반응물 4

HCID 1049PyridineHCID 6407921-Chloro-N,N-2-trimethylpropenylamineHCID 667654082-(Difluoro-methoxy)-5-amino-4-nitro-benzoic acidHCID 178511531HCID 178511531, 화합물

생성물 1

HCID 178507781HCID 178507781, 화합물

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 8028Tetrahydrofuran용매

실험 절차

(1-Chloro-2-methyl-propenyl)-dimethylamine (102 μl) is added to a mixture of 2-(difluoro-methoxy)-5-amino-4-nitro-benzoic acid (175 mg, 0.705 mmol, prepared in analogy to WO2010/034797), 5 mL THF and 10 mL DCM and it is stirred for 5 h. Then trans-4-trifluoromethyl-cyclohexylamine (158 mg, 0.776 mmol) and pyridine (139 μL, 1.77 mmol) are added and it is stirred overnight. The solvent is removed i. vac., half-saturated aq. NaHCO3— solution is added and it is extracted with DCM. The organic layers are dried with Na2SO4, filtered, concentrated and purified via preparative HPLC (Method F).

후처리

  1. stirringit is stirred overnight
  2. customThe solvent is removed i
  3. addition, half-saturated aq. NaHCO3— solution is added
  4. extractionit is extracted with DCM
  5. dry with materialThe organic layers are dried with Na2SO4
  6. filtrationfiltered
  7. concentrationconcentrated
  8. custompurified via preparative HPLC (Method F)

출처 및 근거

ORD 기록
ord-81e8370de5a141069be77f4fe3b683ee
출처 데이터셋
uspto-grants-2014_06
특허 번호
US08759537B2

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