beta-BUTYROLACTONE → HCID 178476462、化合物

HRID 897479

反応式

HRID 897479 の反応式
[NH2:1][CH:2]([C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1)[C:3]1[CH:8]=[CH:7][C:6]([C:9]2[C:17]3[C:12](=[N:13][CH:14]=[N:15][C:16]=3[NH2:18])[N:11]([C@H:19]3[CH2:24][CH2:23][C@@H:22]([N:25]4[CH2:30][CH2:29][N:28]([CH3:31])[CH2:27][CH2:26]4)[CH2:21][CH2:20]3)[N:10]=2)=[CH:5][CH:4]=1.[C:38]1(=[O:43])[O:42][CH:40]([CH3:41])[CH2:39]1>O1CCOCC1>[C:38]([OH:43])(=[O:42])[CH3:39].[NH2:18][C:16]1[N:15]=[CH:14][N:13]=[C:12]2[N:11]([C@H:19]3[CH2:24][CH2:23][C@@H:22]([N:25]4[CH2:26][CH2:27][N:28]([CH3:31])[CH2:29][CH2:30]4)[CH2:21][CH2:20]3)[N:10]=[C:9]([C:6]3[CH:5]=[CH:4][C:3]([CH:2]([C:32]4[CH:33]=[CH:34][CH:35]=[CH:36][CH:37]=4)[NH:1][C:38](=[O:43])[CH2:39][CH:40]([OH:42])[CH3:41])=[CH:8][CH:7]=3)[C:17]=12

参加物

4

反応物 2

HCID 18303beta-BUTYROLACTONEHCID 178480954HCID 178480954、化合物

生成物 1

HCID 178476462HCID 178476462、化合物収率 84%

試薬・触媒・溶媒 1

HCID 312751,4-Dioxane溶媒

実験手順

Cis-3-{4-[amino(phenyl)methyl]phenyl}-1-[4-(4-methylpiperazino)cyclohexyl]-1H-pyrazolo[3,4-d]pyrimidin-4-amine (0.05 g, 0.0001 mol) and β-butyrolactone (0.009 g, 0.0001 mol) were heated in dioxane at reflux for three hours. The solvent was removed under reduced pressure and the resulting residue purified by preparative HPLC (Hypersil C18, 8 μm, 25 cm; 10-60% acetonitrile-0.1M ammonium acetate over 25 min, 21 mL/min) to yield cis-N1-[(4-{4-amino-1-[4-(4-methylpiperazino)cyclohexyl]-1H-pyrazolo[3,4-d]pyrimidin-3-yl}phenyl)(phenyl)methyl]-3-hydroxybutanamide acetate (0.027 g, 0.000042 mol) as a white solid.

後処理

  1. temperatureat reflux for three hours
  2. customThe solvent was removed under reduced pressure
  3. customthe resulting residue purified by preparative HPLC (Hypersil C18, 8 μm, 25 cm; 10-60% acetonitrile-0.1M ammonium acetate over 25 min, 21 mL/min)

出典と根拠

ORDレコード
ord-dffb5dc1740a46fe82ee92918c63df4c
出典データセット
uspto-grants-2005_07
特許番号
US06921763B2

関連ノート

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