Water → Ethyl 4-[[4-dimethylamino-2-pyrimidinyl]methylamino]-1-piperidinecarboxylate

HRID 1274996

反応式

HRID 1274996 の反応式
[CH3:1][NH:2][CH:3]1[CH2:8][CH2:7][N:6]([C:9]([O:11][CH2:12][CH3:13])=[O:10])[CH2:5][CH2:4]1.Cl[C:15]1[N:20]=[C:19]([N:21]([CH3:23])[CH3:22])[CH:18]=[CH:17][N:16]=1.O>ClC(Cl)Cl>[CH3:22][N:21]([CH3:23])[C:19]1[CH:18]=[CH:17][N:16]=[C:15]([CH2:1][NH:2][CH:3]2[CH2:8][CH2:7][N:6]([C:9]([O:11][CH2:12][CH3:13])=[O:10])[CH2:5][CH2:4]2)[N:20]=1

参加物

5

反応物 3

HCID 962WaterHCID 959752-Chloro-N,N-dimethylpyrimidin-4-amineHCID 110631401-Piperidinecarboxylic acid, 4-(methylamino)-, ethyl ester

生成物 1

HCID 22461023Ethyl 4-[[4-dimethylamino-2-pyrimidinyl]methylamino]-1-piperidinecarboxylate収率 60.2%

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

反応条件

温度
120 °C

実験手順

A mixture of ethyl 4-(methylamino)-1-piperidinecarboxylate (111.75 g) and 2-chloro-N,N-dimethyl-4-pyrimidinamine (47.3 g) is stirred and heated in an oil-bath for 22 hours at 120° C. The reaction mixture is cooled and the product is taken up in trichloromethane (500 ml). Water (300 ml) is added and the layers are separated. The organic phase is washed with water (200 ml), dried, filtered and evaporated. The residue solidifies on triturating in petroleumether. The product is filtered off and crystallized from diisopropyl ether (390 ml). After cooling to 0° C., the product is filtered off and dried, yielding 55.5 g (59.7%) of ethyl 4-[[4-dimethylamino-2-pyrimidinyl]methylamino]-1-piperidinecarboxylate (intermediate 1).

後処理

  1. temperatureThe reaction mixture is cooled
  2. customthe layers are separated
  3. washThe organic phase is washed with water (200 ml)
  4. customdried
  5. filtrationfiltered
  6. customevaporated
  7. customon triturating in petroleumether
  8. filtrationThe product is filtered off
  9. customcrystallized from diisopropyl ether (390 ml)
  10. temperatureAfter cooling to 0° C.
  11. filtrationthe product is filtered off
  12. customdried

出典と根拠

ORDレコード
ord-3203bd07586e4b56911f5f6f004a41ea
出典データセット
uspto-grants-2000_12
特許番号
US06159982

関連ノート

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