Dimethylformamide → N-[1-[2-(4-methoxyphenyl)ethyl]-4-piperidinyl]-9-(2-pyridinylmethyl)-9H-purin-8-amine

HRID 2248814

反応式

HRID 2248814 の反応式
Cl[CH2:2][CH2:3][C:4]1[CH:9]=[CH:8][C:7]([O:10][CH3:11])=[CH:6][CH:5]=1.[NH:12]1[CH2:17][CH2:16][CH:15]([NH:18][C:19]2[N:20]([CH2:28][C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][N:30]=3)[C:21]3[C:26]([N:27]=2)=[CH:25][N:24]=[CH:23][N:22]=3)[CH2:14][CH2:13]1.C(=O)([O-])[O-].[Na+].[Na+].CN(C)C=O>O>[CH3:11][O:10][C:7]1[CH:8]=[CH:9][C:4]([CH2:3][CH2:2][N:12]2[CH2:13][CH2:14][CH:15]([NH:18][C:19]3[N:20]([CH2:28][C:29]4[CH:34]=[CH:33][CH:32]=[CH:31][N:30]=4)[C:21]4[C:26]([N:27]=3)=[CH:25][N:24]=[CH:23][N:22]=4)[CH2:16][CH2:17]2)=[CH:5][CH:6]=1

参加物

6

反応物 4

HCID 6228DimethylformamideHCID 10340Sodium CarbonateHCID 875134-(2-Chloroethyl)phenyl methyl etherHCID 19785321N-(4-piperidinyl)-9-(2-pyridinylmethyl)-9H-purin-8-amine

生成物 1

HCID 19785338N-[1-[2-(4-methoxyphenyl)ethyl]-4-piperidinyl]-9-(2-pyridinylmethyl)-9H-purin-8-amine収率 50%

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 2 parts of 1-(2-chloroethyl)-4-methoxybenzene, 3.1 parts of N-(4-piperidinyl)-9-(2-pyridinylmethyl)-9H-purin-8-amine, 1.5 parts of sodium carbonate and 45 parts of N,N-dimethylformamide was stirred overnight at 70° C. The reaction mixture was poured into water. The product was extracted with dichloromethane. 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 crystallized from acetonitrile. The product was filtered off and dried, yielding 2.2 parts (50%) of N-[1-[2-(4-methoxyphenyl)ethyl]-4-piperidinyl]-9-(2-pyridinylmethyl)-9H-purin-8-amine; mp. 144.5° C. (compound 74).

後処理

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

出典と根拠

ORDレコード
ord-c246b5b1ac6c4ad7ad3ecbf07349e6aa
出典データセット
uspto-grants-1991_08
特許番号
US05041448

関連ノート

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