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

HRID 1851273
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HRID 1851273 반응식
[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:36][C:35]3[CH:37]=[C:38]([C:41]([F:44])([F:43])[F:42])[CH:39]=[CH:40][C:34]=3[N:33]=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[CH2:31][CH2:30][CH:29]([C:32]5[NH:36][C:35]6[CH:37]=[C:38]([C:41]([F:44])([F:43])[F:42])[CH:39]=[CH:40][C:34]=6[N:33]=5)[CH2:28][CH2:27]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
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참가 물질

4

반응물 3

HCID 5049666Sodium triacetoxyborohydrideHCID 687529342-Piperidine-4-yl-6-trifluoromethyl-1h-benzimidazole hydrochloride saltHCID 866306814-(2-Methyl-6-phenyl[1,2,4]triazolo[1,5-a]pyrimidin-5-yl)benzaldehyde

생성물 1

HCID 687514572-methyl-6-phenyl-5-{4-[4-(6-trifluoromethyl-1H-benzimidazol-2-yl)-piperidin-1-ylmethyl]-phenyl}-[1,2,4]-triazolo[1,5-a]pyrimidine수율 30%

실험 절차

200 mg (0.64 mmol) 4-(2-methyl-6-phenyl[1,2,4]triazolo[1,5-a]pyrimidin-5-yl)benzaldehyde and 232 mg (0.64 mmol) 2-piperidine-4-yl-6-trifluoromethyl-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 five days stirring at room temperature the solvents have been evaporated and the residue was purified via chromatography. 109 mg of the desired compound were obtained.

후처리

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

출처 및 근거

ORD 기록
ord-4b919ca7771940ce955447a9a7c65036
출처 데이터셋
uspto-grants-2015_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08957064B2

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