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 1831804ノート

反応式

HRID 1831804 の反応式
[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]

参加物

6

反応物 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

生成物 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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
-15 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-af6f5feaab214ecf903fb51de6765ea2
出典データセット
uspto-grants-2006_06
特許番号
US07067665B2

反応ノート

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