3-(4-Chloro-7-{2,2,2-trifluoro-1-[1-(4-fluorophenyl)-1H-indazol-5-yl]-1-hydroxyethyl}pyrrolo[3,2-d]pyrimidin-5-yl)propane-1,2-diol → (4-chloro-7-{2,2,2-trifluoro-1-[1-(4-fluorophenyl)-1H-indazol-5-yl]-1-hydroxyethyl}pyrrolo[3,2-d]pyrimidin-5-yl)acetaldehyde

HRID 244457ノート

反応式

HRID 244457 の反応式
[Cl:1][C:2]1[C:3]2[N:10]([CH2:11][CH:12]([OH:15])CO)[CH:9]=[C:8]([C:16]([C:22]3[CH:23]=[C:24]4[C:28](=[CH:29][CH:30]=3)[N:27]([C:31]3[CH:36]=[CH:35][C:34]([F:37])=[CH:33][CH:32]=3)[N:26]=[CH:25]4)([OH:21])[C:17]([F:20])([F:19])[F:18])[C:4]=2[N:5]=[CH:6][N:7]=1>CC(C)=O.O>[Cl:1][C:2]1[C:3]2[N:10]([CH2:11][CH:12]=[O:15])[CH:9]=[C:8]([C:16]([C:22]3[CH:23]=[C:24]4[C:28](=[CH:29][CH:30]=3)[N:27]([C:31]3[CH:32]=[CH:33][C:34]([F:37])=[CH:35][CH:36]=3)[N:26]=[CH:25]4)([OH:21])[C:17]([F:20])([F:19])[F:18])[C:4]=2[N:5]=[CH:6][N:7]=1

参加物

4

反応物 1

HCID 249579933-(4-Chloro-7-{2,2,2-trifluoro-1-[1-(4-fluorophenyl)-1H-indazol-5-yl]-1-hydroxyethyl}pyrrolo[3,2-d]pyrimidin-5-yl)propane-1,2-diol

生成物 1

HCID 59437308(4-chloro-7-{2,2,2-trifluoro-1-[1-(4-fluorophenyl)-1H-indazol-5-yl]-1-hydroxyethyl}pyrrolo[3,2-d]pyrimidin-5-yl)acetaldehyde

試薬・触媒・溶媒 2

HCID 180Acetone溶媒HCID 962Water溶媒

実験手順

To a room temperature solution of 3-(4-chloro-7-{2,2,2-trifluoro-1-[1-(4-fluorophenyl)-1H-indazol-5-yl]-1-hydroxyethyl}pyrrolo[3,2-d]pyrimidin-5-yl)propane-1,2-diol (95 mg, 0.18 mmol, 1 equiv.) in 3 mL of acetone and 1 mL of water was added NaIO4 (120 mg, 0.56 mmol, 4 equiv.). After 3 days, the mixture was filtered and the filtrate concentrated to near dryness. The residue was diluted with water and extracted with EtOAc. The combined organic layers were dried, filtered and concentrated in vacuo to afford (4-chloro-7-{2,2,2-trifluoro-1-[1-(4-fluorophenyl)-1H-indazol-5-yl]-1-hydroxyethyl}pyrrolo[3,2-d]pyrimidin-5-yl)acetaldehyde which was used without further purification.

後処理

  1. filtrationthe mixture was filtered
  2. concentrationthe filtrate concentrated
  3. additionThe residue was diluted with water
  4. extractionextracted with EtOAc
  5. customThe combined organic layers were dried
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-6a2cb88b9e6446a88c3fc0fcba95a4c1
出典データセット
uspto-grants-2014_02
特許番号
US08658637B2

反応ノート

読み込み中…