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Triethylamine → [7-methyl-3-(3-trifluoromethylphenyl)-7,8-dihydro-6H-cinnoline-5-ylidene]-hydrazine

HRID 229729
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HRID 229729 반응식
[CH3:1][CH:2]1[CH2:11][C:10]2[NH:9][N:8]=[C:7]([C:12]3[CH:17]=[CH:16][CH:15]=[C:14]([C:18]([F:21])([F:20])[F:19])[CH:13]=3)[CH2:6][C:5]=2[C:4](=O)[CH2:3]1.Cl.[NH2:24][NH2:25].C(N(CC)CC)C>C(O)C>[CH3:1][CH:2]1[CH2:11][C:10]2[N:9]=[N:8][C:7]([C:12]3[CH:17]=[CH:16][CH:15]=[C:14]([C:18]([F:21])([F:20])[F:19])[CH:13]=3)=[CH:6][C:5]=2[C:4](=[N:24][NH2:25])[CH2:3]1
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참가 물질

5

반응물 3

HCID 8471TriethylamineHCID 115031Hydrazinium chlorideHCID 42467327-Methyl-3-(3-(trifluoromethyl)phenyl)-1,4,6,7,8-pentahydrocinnolin-5-one

생성물 1

HCID 68840826[7-methyl-3-(3-trifluoromethylphenyl)-7,8-dihydro-6H-cinnoline-5-ylidene]-hydrazine수율 12.5%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

To an ethanol solution (3 mL) of 7-methyl-3-(3-trifluoromethylphenyl)-4,6,7,8-terahydro-1H-cinnolin-5-one (230 mg, 0.74 mmol) obtained in Example 65 were added hydrazine hydrochloride (77.3 mg, 0.74 mmol) and triethylamine (0.206 mL, 1.48 mmol) and stirred at room temperature over night. The reaction liquid was concentrated, followed by purification of residue with silica gel column chromatography (hexane/ethyl acetate=1/1) to obtain an objective compound (29.5 mg, 12.5%).

후처리

  1. customThe reaction liquid
  2. concentrationwas concentrated
  3. customfollowed by purification of residue with silica gel column chromatography (hexane/ethyl acetate=1/1)

출처 및 근거

ORD 기록
ord-392929630b374aabaa55e4ad9670f4d9
출처 데이터셋
uspto-grants-2009_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07563893B2

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