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 1851274Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1851274
[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

Komponenten

4

Edukt 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

Produkt 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-ylamineAusbeute 14,5 %

Versuchsvorschrift

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.

Aufarbeitung

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

Quellen und Nachweise

ORD-Eintrag
ord-af26c1195adb453ca5a9ea97d6b7894d
Quelldatensatz
uspto-grants-2015_02
Patentnummer
US08957064B2

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