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Dimethylformamide → HCID 131716976、化合物

HRID 256663
ノート
印刷プレビュー

反応式

HRID 256663 の反応式
Cl[CH2:2][CH2:3][CH2:4][N:5]1[C:9]2[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=2[NH:7][C:6]1=[O:14].[F:15][C:16]1[CH:21]=[CH:20][C:19]([CH2:22][N:23]2[C:31]([CH2:32][CH:33]3[CH2:38][CH2:37][NH:36][CH2:35][CH2:34]3)=[N:30][C:29]3[C:24]2=[N:25][CH:26]=[N:27][CH:28]=3)=[CH:18][CH:17]=1.[C:39](=[O:42])([O-:41])[O-].[Na+].[Na+].CN(C)[CH:47]=[O:48]>O>[C:47]([OH:48])(=[O:14])/[CH:38]=[CH:33]/[C:39]([OH:41])=[O:42].[F:15][C:16]1[CH:21]=[CH:20][C:19]([CH2:22][N:23]2[C:31]([CH2:32][CH:33]3[CH2:34][CH2:35][N:36]([CH2:2][CH2:3][CH2:4][N:5]4[C:9]5[CH:10]=[CH:11][CH:12]=[CH:13][C:8]=5[NH:7][C:6]4=[O:14])[CH2:37][CH2:38]3)=[N:30][C:29]3[C:24]2=[N:25][CH:26]=[N:27][CH:28]=3)=[CH:18][CH:17]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

6

反応物 4

HCID 6228DimethylformamideHCID 10340Sodium CarbonateHCID 18104191-(3-chloropropyl)-1,3-dihydro-2H-benzimidazol-2-oneHCID 19785229HCID 19785229、化合物

生成物 1

HCID 131716976HCID 131716976、化合物収率 45.9%

試薬・触媒・溶媒 1

HCID 962Water
溶媒

反応条件

温度
70 °C

実験手順

A mixture of 1.8 parts of 1-(3-chloropropyl)-1,3-dihydro-2H-benzimidazol-2-one, 2.7 parts of 9-[(4-fluorophenyl)methyl]-8-(4-piperidinylmethyl)-9H-purine, 1 part of sodium carbonate and 45 parts of N,N-dimethylformamide was stirred and heated overnight at 70° C. After cooling, the reaction mixture was poured into water. The product was extracted with trichloromethane. The extract was dried, filtered and evaporated. The residue was purified by column chromatography over silica gel using a mixture of trichloromethane and methanol, saturated with ammonia, (95:5 by volume) as eluent. The pure fractions were collected and the eluent was evaporated. The residue was converted into the (E)-2-butenedioate salt in ethanol. The salt was filtered off and dried, yielding 2.85 parts (45.9%) of 1-[3-[4-[[9-[(4-fluorophenyl)methyl]-9H-purin-8-yl]methyl]-1-piperidinyl]-propyl]-1,3-dihydro-2H-benzimidazol-2-one (E)-2-butenedioate(1:2); mp. 186.2° C. (compound 114).

後処理

  1. temperatureAfter cooling
  2. extractionThe product was extracted with trichloromethane
  3. customThe extract was dried
  4. filtrationfiltered
  5. customevaporated
  6. customThe residue was purified by column chromatography over silica gel using
  7. additiona mixture of trichloromethane and methanol
  8. customThe pure fractions were collected
  9. customthe eluent was evaporated
  10. filtrationThe salt was filtered off
  11. customdried

出典と根拠

ORDレコード
ord-11381ba911b74adbbf9dc922d57a2f87
出典データセット
uspto-grants-1993_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05258380

反応ノート

読み込み中…

このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート