Sodium hydride → 9-[(4-fluorophenyl)methyl]-8-[[1-(phenylmethyl)-4-piperidinyl]oxy]-9H-purine

HRID 2248801ノート

反応式

HRID 2248801 の反応式
[C:1]1([CH2:7][N:8]2[CH2:13][CH2:12][CH:11]([OH:14])[CH2:10][CH2:9]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[H-].[Na+].CN(C)C(=O)C.[F:23][C:24]1[CH:29]=[CH:28][C:27]([CH2:30][N:31]2[C:39](SC)=[N:38][C:37]3[C:32]2=[N:33][CH:34]=[N:35][CH:36]=3)=[CH:26][CH:25]=1>O>[F:23][C:24]1[CH:29]=[CH:28][C:27]([CH2:30][N:31]2[C:39]([O:14][CH:11]3[CH2:12][CH2:13][N:8]([CH2:7][C:1]4[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=4)[CH2:9][CH2:10]3)=[N:38][C:37]3[C:32]2=[N:33][CH:34]=[N:35][CH:36]=3)=[CH:26][CH:25]=1

参加物

6

反応物 4

HCID 24758Sodium hydrideHCID 31374DimethylacetamideHCID 784611-Benzylpiperidin-4-olHCID 197852329-[(4-fluorophenyl)methyl]-8-(methylthio)-9H-purine

生成物 1

HCID 197852369-[(4-fluorophenyl)methyl]-8-[[1-(phenylmethyl)-4-piperidinyl]oxy]-9H-purine収率 61.1%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A mixture of 12.6 parts of 1-(phenylmethyl)-4-piperidinol, 3.2 parts of a sodium hydride dispersion 50% and 200 parts of N,N-dimethylacetamide was stirred for 1 hour at room temperature. 18 Parts of 9-[(4-fluorophenyl)methyl]-8-(methylthio)-9H-purine were added portionwise and upon completion, stirring was continued for 4 hours at room temperature. The reaction mixture was poured into water. The product was filtered off and taken up in trichloromethane. The organic layer was washed with water and filtered over diatomaceous earth. The filtrate was dried, filtered and evaporated. After crystallization from acetonitrile, the product was filtered off and dried, yielding 16.75 parts (61.1%) of 9-[(4-fluorophenyl)methyl]-8-[[1-(phenylmethyl)-4-piperidinyl]oxy]-9H-purine; mp. 117.0° C. (compound 5).

後処理

  1. stirringstirring
  2. waitwas continued for 4 hours at room temperature
  3. filtrationThe product was filtered off
  4. washThe organic layer was washed with water
  5. filtrationfiltered over diatomaceous earth
  6. customThe filtrate was dried
  7. filtrationfiltered
  8. customevaporated
  9. customAfter crystallization from acetonitrile
  10. filtrationthe product was filtered off
  11. customdried

出典と根拠

ORDレコード
ord-3e1b8c55b3a748589684e4d39dfcd536
出典データセット
uspto-grants-1991_08
特許番号
US05041448

反応ノート

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