Ethylmorpholine → 3-[2-(2,4-Dichloro-phenyl)-ethoxy]-4-methyl-N-[1-(5-trichloromethyl-[1,2,4]oxadiazol-3-yl)-piperidin-4-ylmethyl]-benzamide

HRID 1831804노트

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HRID 1831804 반응식
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[CH2:9][CH2:10][O:11][C:12]1[CH:13]=[C:14]([CH:18]=[CH:19][C:20]=1[CH3:21])[C:15]([OH:17])=O.CN(C(ON1N=NC2C=CC=NC1=2)=[N+](C)C)C.F[P-](F)(F)(F)(F)F.C(N1CCOCC1)C.FC(F)(F)C(O)=O.[Cl:61][C:62]([Cl:77])([Cl:76])[C:63]1[O:67][N:66]=[C:65]([N:68]2[CH2:73][CH2:72][CH:71]([CH2:74][NH2:75])[CH2:70][CH2:69]2)[N:64]=1>CN(C=O)C>[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[CH2:9][CH2:10][O:11][C:12]1[CH:13]=[C:14]([CH:18]=[CH:19][C:20]=1[CH3:21])[C:15]([NH:75][CH2:74][CH:71]1[CH2:72][CH2:73][N:68]([C:65]2[N:64]=[C:63]([C:62]([Cl:77])([Cl:76])[Cl:61])[O:67][N:66]=2)[CH2:69][CH2:70]1)=[O:17]

참가 물질

6

반응물 4

HCID 7525EthylmorpholineHCID 9886157Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 220523883-[2-(2,4-Dichloro-phenyl)-ethoxy]-4-methyl-benzoic acidHCID 86586945[1-[5-(Trichloromethyl)-1,2,4-oxadiazol-3-yl]piperidin-4-yl]methanamine;2,2,2-trifluoroacetic acid

생성물 1

HCID 233962313-[2-(2,4-Dichloro-phenyl)-ethoxy]-4-methyl-N-[1-(5-trichloromethyl-[1,2,4]oxadiazol-3-yl)-piperidin-4-ylmethyl]-benzamide

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
-15 °C

실험 절차

3-[2-(2,4-Dichloro-phenyl)-ethoxy]-4-methyl-benzoic acid (200 mg, 0.615 mmol) was dissolved in 5 ml DMF. After cooling to −15° C. HATU (257.34 mg, 0.676 mmol) and N-ethylmorpholine (283.3 mg, 2.46 mmol) were added. The mixture was stirred at 0° C. for 15 min. and 30 min. at room temperature. C-[1-(5-trichloromethyl-[1,2,4]oxadiazol-3-yl)-piperidin-4-yl]-methylamine; compound with trifluoro-acetic acid (254.4 mg, 0.615 mmol) was added and the mixture stirred for 1 hour and evaporated under reduced pressure. The residue was dissolved in sodium bicarbonate solution and extracted with ethyl acetate. The organic layer was dried with MgSO4 and evaporated. The crude material was used without further purification.

후처리

  1. stirringthe mixture stirred for 1 hour
  2. customevaporated under reduced pressure
  3. dissolutionThe residue was dissolved in sodium bicarbonate solution
  4. extractionextracted with ethyl acetate
  5. dry with materialThe organic layer was dried with MgSO4
  6. customevaporated
  7. customThe crude material was used without further purification

출처 및 근거

ORD 기록
ord-af6f5feaab214ecf903fb51de6765ea2
출처 데이터셋
uspto-grants-2006_06
특허 번호
US07067665B2

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