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Hydrazine hydrate (1:1) → HCID 67356224, 화합물

HRID 405705
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HRID 405705 반응식
[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2([C:34]([F:37])([F:36])[F:35])[O:13][N:12]([CH3:14])[C:11]([C:15]3[CH:32]=[CH:31][C:18]([CH2:19][N:20]4C(=O)C5C(=CC=CC=5)C4=O)=[C:17]([CH3:33])[CH:16]=3)=[CH:10]2)[CH:5]=[C:6]([Cl:8])[CH:7]=1.O.NN>C(O)C.C(OCC)C>[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2([C:34]([F:36])([F:35])[F:37])[O:13][N:12]([CH3:14])[C:11]([C:15]3[CH:32]=[CH:31][C:18]([CH2:19][NH2:20])=[C:17]([CH3:33])[CH:16]=3)=[CH:10]2)[CH:5]=[C:6]([Cl:8])[CH:7]=1
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참가 물질

5

반응물 2

HCID 24654Hydrazine hydrate (1:1)HCID 533715112-{4-[5-(3,5-Dichloro-phenyl)-2-methyl-5-trifluoromethyl-2,5-dihydro-isoxazol-3-yl]-2-methyl-benzyl}-isoindole-1,3-dione

생성물 1

HCID 67356224HCID 67356224, 화합물수율 65%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 3283Diethyl Ether용매

실험 절차

837 mg of 2-{4-[5-(3,5-Dichloro-phenyl)-2-methyl-5-trifluoromethyl-2,5-dihydro-isoxazol-3-yl]-2-methyl-benzyl}-isoindole-1,3-dione (Example I14) and 500 mg hydrazine hydrate in 25 ml ethanol were heated at reflux for 2 hours under stirring. The mixture was cooled and diluted with diethyl ether. The solid was filtered off and the filtrate was evaporated. The residue was dissolved in 100 ml of ether and washed with water. The organic phase was dried and evaporated. The residue was purified on silica gel (eluent dichloromethane/methanol 4:1) affording 4-[5-(3,5-dichloro-phenyl)-2-methyl-5-trifluoromethyl-2,5-dihydro-isoxazol-3-yl]-2-methyl-benzylamine as a resin in 65% yield. 1H-NMR (CDCl3, δ in ppm): 7.44 (s, 2H), 7.37 (m, 2H), 7.28 (m, 2H), 5.33 (s, 1H), 3.88 (s, 2H), 2.99 (s, 3H), 2.34 (s, 3H).

후처리

  1. temperatureat reflux for 2 hours
  2. temperatureThe mixture was cooled
  3. filtrationThe solid was filtered off
  4. customthe filtrate was evaporated
  5. dissolutionThe residue was dissolved in 100 ml of ether
  6. washwashed with water
  7. customThe organic phase was dried
  8. customevaporated
  9. customThe residue was purified on silica gel (eluent dichloromethane/methanol 4:1)

출처 및 근거

ORD 기록
ord-a9eaee1ed88c4f3f825471820d9b03d6
출처 데이터셋
uspto-grants-2014_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08754053B2

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