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

HRID 1274996

반응식

HRID 1274996 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6212Chloroform용매

반응 조건

온도
120 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-3203bd07586e4b56911f5f6f004a41ea
출처 데이터셋
uspto-grants-2000_12
특허 번호
US06159982

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