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Cyclohexylamine → [8-(cyclohexylamino)-1-methyl-1H-pyrazolo[4,3-h]quinazolin-3-yl](phenyl)methanone

HRID 1455116
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HRID 1455116 반응식
C(S([C:11]1[N:20]=[CH:19][C:18]2[CH2:17][CH2:16][C:15]3[C:21]([C:25]([C:27]4[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=4)=[O:26])=[N:22][N:23]([CH3:24])[C:14]=3[C:13]=2[N:12]=1)(=O)=O)C1C=CC=CC=1.[CH:33]1([NH2:39])[CH2:38][CH2:37][CH2:36][CH2:35][CH2:34]1>CS(C)=O>[CH:33]1([NH:39][C:11]2[N:20]=[CH:19][C:18]3[CH2:17][CH2:16][C:15]4[C:21]([C:25]([C:27]5[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=5)=[O:26])=[N:22][N:23]([CH3:24])[C:14]=4[C:13]=3[N:12]=2)[CH2:38][CH2:37][CH2:36][CH2:35][CH2:34]1.[CH:33]1([NH:39][C:11]2[N:20]=[CH:19][C:18]3[CH:17]=[CH:16][C:15]4[C:21]([C:25]([C:27]5[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=5)=[O:26])=[N:22][N:23]([CH3:24])[C:14]=4[C:13]=3[N:12]=2)[CH2:38][CH2:37][CH2:36][CH2:35][CH2:34]1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 2

HCID 7965CyclohexylamineHCID 57531727HCID 57531727, 화합물

생성물 2

HCID 57444109HCID 57444109, 화합물HCID 57444110[8-(cyclohexylamino)-1-methyl-1H-pyrazolo[4,3-h]quinazolin-3-yl](phenyl)methanone수율 70%

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

실험 절차

83 mg (0.19 mmol) of [8-(benzylsulfonyl)-1-methyl-4,5-dihydro-1H-pyrazolo[4,3-h]quinazolin-3-yl](phenyl)methanone were dissolved in 3 mL of dimethylsulfoxide and cyclohexylamine (0.033 mL, 0.29 mmol) and the solution was heated at 100° C. under stirring for 16 hours. The solvent was then removed under reduced pressure and the crude purified by chromatography on a silica gel column (eluant dichloromethane/acetone) giving 31 mg of [8-(cyclohexylamino)-1-methyl-4,5-dihydro-1H-pyrazolo[4,3-h]quinazolin-3-yl](phenyl)methanone and 15 mg of [8-(cyclohexylamino)-1-methyl-1H-pyrazolo[4,3-h]quinazolin-3-yl](phenyl)methanone (70% yield overall).

후처리

  1. customThe solvent was then removed under reduced pressure
  2. customthe crude purified by chromatography on a silica gel column (eluant dichloromethane/acetone)

출처 및 근거

ORD 기록
ord-12d87819c63a4aa98fae7f06826342d0
출처 데이터셋
uspto-grants-2009_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07482354B2

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