Sodium triacetoxyborohydride → 5-{4-[4-(6-fluoro-1H-benzoimidazol-2-yl)-piperidin-1-ylmethyl]-phenyl}-2-methyl-6-phenyl-[1,2,4]triazolo[1,5-a]pyrimidine

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

参加物

反応物 3

HCID 5049666Sodium triacetoxyborohydride

HCID 534298905-Fluoro-2-piperidin-4-YL-1H-benzoimidazole hydrochloride

HCID 866306814-(2-Methyl-6-phenyl[1,2,4]triazolo[1,5-a]pyrimidin-5-yl)benzaldehyde

生成物 1

HCID 687511975-{4-[4-(6-fluoro-1H-benzoimidazol-2-yl)-piperidin-1-ylmethyl]-phenyl}-2-methyl-6-phenyl-[1,2,4]triazolo[1,5-a]pyrimidine

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 184 mg (0.76 mmol) 6-fluoro-2-piperidine-4-yl-1H-benzimidazole 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 stirring at room temperature for five days and the usual workup und purification 142 mg of the desired compound have been obtained.