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 1851274ノート

反応式

HRID 1851274 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.[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

参加物

4

反応物 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

生成物 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-ylamine収率 14.5%

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 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.

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-af26c1195adb453ca5a9ea97d6b7894d
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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