1-Aminotetralin, (S)- → 1-{6[(1S)-1,2,3,4-tetrahydronaphthalen-1-ylamino]pyrazin-2-yl}-1H-benzimidazole-6-carbonitrile

HRID 16139

反応式

HRID 16139 の反応式
ClC1N=C(N2C3C=CC(C#N)=CC=3N=C2)C=NC=1.Cl[C:20]1[N:25]=[C:24]([N:26]2[C:30]3[CH:31]=[C:32]([C:35]#[N:36])[CH:33]=[CH:34][C:29]=3[N:28]=[CH:27]2)[CH:23]=[N:22][CH:21]=1.[C@@H:37]1([NH2:47])[C:46]2[C:41](=[CH:42][CH:43]=[CH:44][CH:45]=2)[CH2:40][CH2:39][CH2:38]1>>[C@@H:37]1([NH:47][C:20]2[N:25]=[C:24]([N:26]3[C:30]4[CH:31]=[C:32]([C:35]#[N:36])[CH:33]=[CH:34][C:29]=4[N:28]=[CH:27]3)[CH:23]=[N:22][CH:21]=2)[C:46]2[C:41](=[CH:42][CH:43]=[CH:44][CH:45]=2)[CH2:40][CH2:39][CH2:38]1

参加物

4

反応物 3

HCID 70580741-Aminotetralin, (S)-HCID 113458561-(6-chloropyrazin-2-yl)-1H-benzimidazole-6-carbonitrileHCID 588699341-(6-chloropyrazin-2-yl)-1H-benzimidazole-5-carbonitrile

生成物 1

HCID 111877101-{6[(1S)-1,2,3,4-tetrahydronaphthalen-1-ylamino]pyrazin-2-yl}-1H-benzimidazole-6-carbonitrile

実験手順

In an analogous fashion to Example 1, an approximately 1:1 mixture of 1-(6-chloropyrazin-2-yl)-1H-benzimidazole-5-carbonitrile and 1-(6-chloropyrazin-2-yl)-1H-benzimidazole-6-carbonitrile (100 mg, 0.39 mmol) was condensed with (1S)-1,2,3,4-tetrahydronaphthalen-1-amine (69 mg, 0.47 mmol). The product was obtained as a mixture of regioisomers which were separated by column chromatography using dichloromethane-methanol (95:5) as eluant. From the less polar fractions 1-{6[(1S)-1,2,3,4-tetrahydronaphthalen-1-ylamino]pyrazin-2-yl}-1H-benzimidazole-6-carbonitrile was obtained as a yellow semi-solid (26 mg).

後処理

  1. customThe product was obtained as a mixture of regioisomers which
  2. customwere separated by column chromatography

出典と根拠

ORDレコード
ord-df8b0ec0c5c04a37b7ab3bd35f278c0e
出典データセット
uspto-grants-2010_06
特許番号
US07737143B2

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