Sodium triacetoxyborohydride → 2-{1-[4-(2-methyl-6-phenyl-[1,2,4]triazolo[1,5-a]pyrimidin-5-yl)benzyl]-piperidin-4-yl}-3H-benzimidazole-5-carbonitrile

HRID 1851272ノート

反応式

HRID 1851272 の反応式
[CH3:1][C:2]1[N:24]=[C:5]2[N:6]=[C:7]([C:16]3[CH:23]=[CH:22][C:19]([CH:20]=O)=[CH:18][CH:17]=3)[C:8]([C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=3)=[CH:9][N:4]2[N:3]=1.Cl.[NH:26]1[CH2:31][CH2:30][CH:29]([C:32]2[NH:33][C:34]3[CH:40]=[C:39]([C:41]#[N:42])[CH:38]=[CH:37][C:35]=3[N:36]=2)[CH2:28][CH2:27]1.[BH-](OC(C)=O)(OC(C)=O)OC(C)=O.[Na+]>>[CH3:1][C:2]1[N:24]=[C:5]2[N:6]=[C:7]([C:16]3[CH:23]=[CH:22][C:19]([CH2:20][N:26]4[CH2:27][CH2:28][CH:29]([C:32]5[NH:33][C:34]6[CH:40]=[C:39]([C:41]#[N:42])[CH:38]=[CH:37][C:35]=6[N:36]=5)[CH2:30][CH2:31]4)=[CH:18][CH:17]=3)[C:8]([C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=3)=[CH:9][N:4]2[N:3]=1

参加物

4

反応物 3

HCID 5049666Sodium triacetoxyborohydrideHCID 687529322-Piperidin-4-yl-1h-benzoimidazole-5-carbonitrile hydrochloride saltHCID 866306814-(2-Methyl-6-phenyl[1,2,4]triazolo[1,5-a]pyrimidin-5-yl)benzaldehyde

生成物 1

HCID 687509072-{1-[4-(2-methyl-6-phenyl-[1,2,4]triazolo[1,5-a]pyrimidin-5-yl)benzyl]-piperidin-4-yl}-3H-benzimidazole-5-carbonitrile収率 36%

実験手順

200 mg (0.64 mmol) 4-(2-methyl-6-phenyl[1,2,4]triazolo[1,5-a]pyrimidin-5-yl)benzaldehyde and 200 mg (0.64 mmol) 2-piperidine-4-yl-3H-benzimidazole-5-carbonitrile hydrochloride salt were treated as described in example 2.0. Additional NaBH(OAc)3 has been added after 24 and 26 hours (two equivalents each). After five days stirring at room temperature the solvents have been evaporated and the residue was purified via chromatography. 121 mg of the desired compound were obtained.

後処理

  1. customhave been evaporated
  2. customthe residue was purified via chromatography

出典と根拠

ORDレコード
ord-fe54f2e972ba4bc2baa2b8ba578f5b38
出典データセット
uspto-grants-2015_02
特許番号
US08957064B2

反応ノート

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