Water → Atorvastatin

HRID 1518931ノート

反応式

HRID 1518931 の反応式
[CH3:1][CH:2]([C:4]1[N:8]([CH2:9][CH2:10][C@@H:11]([OH:19])[CH2:12][C@@H:13]([OH:18])[CH2:14][C:15]([OH:17])=[O:16])[C:7]([C:20]2[CH:21]=[CH:22][C:23]([F:26])=[CH:24][CH:25]=2)=[C:6]([C:27]2[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=2)[C:5]=1[C:33]([NH:35][C:36]1[CH:37]=[CH:38][CH:39]=[CH:40][CH:41]=1)=[O:34])[CH3:3].[OH-].[NH4+:43].O>C(#N)C>[CH3:3][CH:2]([C:4]1[N:8]([CH2:9][CH2:10][C@@H:11]([OH:19])[CH2:12][C@@H:13]([OH:18])[CH2:14][C:15]([OH:17])=[O:16])[C:7]([C:20]2[CH:25]=[CH:24][C:23]([F:26])=[CH:22][CH:21]=2)=[C:6]([C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[C:5]=1[C:33]([NH:35][C:36]1[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=1)=[O:34])[CH3:1].[NH4+:43].[F:26][C:23]1[CH:22]=[CH:21][C:20]([C:7]2[N:8]([CH2:9][CH2:10][CH:11]([OH:19])[CH2:12][CH:13]([OH:18])[CH2:14][C:15]([O-:17])=[O:16])[C:4]([CH:2]([CH3:3])[CH3:1])=[C:5]([C:33]([NH:35][C:36]3[CH:37]=[CH:38][CH:39]=[CH:40][CH:41]=3)=[O:34])[C:6]=2[C:27]2[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=2)=[CH:25][CH:24]=1

参加物

6

反応物 3

HCID 962WaterHCID 14923Ammonium HydroxideHCID 60823Atorvastatin2 回

生成物 2

HCID 60823AtorvastatinHCID 730592022-(4-Fluorophenyl)-beta,delta-dihydroxy-5-(1-methylethyl)-3-phenyl-4-[(phenylamino)carbonyl]-1H-pyrrole-1-heptanoic acid, ammonium salt

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒3 回

実験手順

The ammonium salt of atorvastatin was synthesized by preparing a stock solution of the free acid of atorvastatin (U.S. Pat. No. 5,273,995) in acetonitrile (ACN) (0.634 g in 25 mL of ACN). A solution was prepared by dissolving 12.04 mg of ammonium hydroxide (1.0 equivalents) in acetonitrile (0.5 mL). The stock solution of atorvastatin free acid (2.24 mL) was added to the counterion solution with stirring. If a gel formed, additional acetonitrile and water was added as necessary. After 2 days of stirring at ambient temperature, the solids were isolated by vacuum filtration using a 0.45 μm nylon 66 membrane filter. The solids were rinsed with acetonitrile and air dried at ambient conditions to afford atorvastatin ammonium.

後処理

  1. customA solution was prepared
  2. customIf a gel formed
  3. stirringAfter 2 days of stirring at ambient temperature
  4. customthe solids were isolated by vacuum filtration
  5. filtrationfilter
  6. washThe solids were rinsed with acetonitrile and air
  7. customdried at ambient conditions

出典と根拠

ORDレコード
ord-e0c07ea2173a4c59819b3cf4345f6322
出典データセット
uspto-grants-2015_07
特許番号
US09073852B2

反応ノート

読み込み中…