Diisopropylethylamine → 1-{4-[4-(2,4-Dichlorobenzyl)piperazin-1-yl]butyl}-5-methyl-1H-pyrimidine-2,4-dione

HRID 1640459

반응식

HRID 1640459 반응식
Cl[CH2:2][CH2:3][CH2:4][CH2:5][N:6]1[CH:11]=[C:10]([CH3:12])[C:9](=[O:13])[NH:8][C:7]1=[O:14].[Cl:15][C:16]1[CH:28]=[C:27]([Cl:29])[CH:26]=[CH:25][C:17]=1[CH2:18][N:19]1[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]1.[Br-].[Na+].C(N(C(C)C)CC)(C)C>CN1CCCC1=O>[Cl:15][C:16]1[CH:28]=[C:27]([Cl:29])[CH:26]=[CH:25][C:17]=1[CH2:18][N:19]1[CH2:20][CH2:21][N:22]([CH2:2][CH2:3][CH2:4][CH2:5][N:6]2[CH:11]=[C:10]([CH3:12])[C:9](=[O:13])[NH:8][C:7]2=[O:14])[CH2:23][CH2:24]1

참가 물질

6

반응물 4

HCID 81531DiisopropylethylamineHCID 253881Sodium BromideHCID 4111791-(2,4-Dichlorobenzyl)piperazineHCID 593375871-(4-chlorobutyl)-5-methylpyrimidine-2,4(1H,3H)-dione

생성물 1

HCID 117188101-{4-[4-(2,4-Dichlorobenzyl)piperazin-1-yl]butyl}-5-methyl-1H-pyrimidine-2,4-dione수율 33.4%

시약·촉매·용매 1

HCID 13387N-methyl-2-pyrrolidone용매

실험 절차

1-(4-Chlorobutyl)-5-methyl-1H-pyrimidine-2,4-dione (0.69 mmol, 0.15 g), 1-(2,4-dichlorobenzyl)piperazine (0.62 mmol, 0.15 g), sodium bromide (3.46 mmol, 0.36 g) and diisopropylethylamine (6.92 mmol, 0.89 g) were heated in N-methylpyrrolidinone (0.6 ml) at 120° C. for 5 hours. The reaction mixture was then allowed to cool, the suspension was filtered with suction, and the filtrate was concentrated. The residue was then then taken up in ethyl acetate and washed with saturated brine. The organic layer was dried, filtered to remove the desiccant and evaporated in vacuo. The resulting residue was purified by chromatography on silica gel (eluent: methyl tert-butyl ether/methanol (0-100%), resulting in 88.0 mg of the title compound.

후처리

  1. temperatureto cool
  2. filtrationthe suspension was filtered with suction
  3. concentrationthe filtrate was concentrated
  4. washwashed with saturated brine
  5. customThe organic layer was dried
  6. filtrationfiltered
  7. customto remove the desiccant and
  8. customevaporated in vacuo
  9. customThe resulting residue was purified by chromatography on silica gel (eluent

출처 및 근거

ORD 기록
ord-85ba6cec0af0423ba4949588bab461f4
출처 데이터셋
uspto-grants-2012_02
특허 번호
US08114875B2

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