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

HRID 1851274노트

반응식

HRID 1851274 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.[NH:25]1[CH2:30][CH2:29][CH:28]([N:31]2[C:35]3=[N:36][CH:37]=[N:38][C:39]([NH2:40])=[C:34]3[CH:33]=[N:32]2)[CH2:27][CH2:26]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:25]4[CH2:30][CH2:29][CH:28]([N:31]5[C:35]6=[N:36][CH:37]=[N:38][C:39]([NH2:40])=[C:34]6[CH:33]=[N:32]5)[CH2:27][CH2:26]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

참가 물질

4

반응물 3

HCID 5049666Sodium triacetoxyborohydrideHCID 577139461-piperidin-4-yl-1H-pyrazolo[3,4-d]pyrimidin-4-amineHCID 866306814-(2-Methyl-6-phenyl[1,2,4]triazolo[1,5-a]pyrimidin-5-yl)benzaldehyde

생성물 1

HCID 687528741-{1-[4-(2-methyl-6-phenyl-[1,2,4]-triazolo[1,5-a]pyrimidin-5-yl)benzyl]-piperidin-4-yl}-1H-pyrazolo[3,4-d]pyrimidin-4-ylamine수율 14.5%

실험 절차

200 mg (0.64 mmol) 4-(2-methyl-6-phenyl[1,2,4]triazolo[1,5-a]pyrimidin-5-yl)benzaldehyde and 194 mg (0.64 mmol) 1-piperidine-4-yl-1H-pyrazolo[3,4-d]pyrimidin-4-ylamine were treated as described in example 2. 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. 48 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-af26c1195adb453ca5a9ea97d6b7894d
출처 데이터셋
uspto-grants-2015_02
특허 번호
US08957064B2

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