Potassium Carbonate → tert-butyl 4-[1-{[3-(methoxymethyl)-1,2,4-oxadiazol-5-yl]methyl}-2,4-dioxo-6-phenyl-1,4-dihydrothieno[3,2-d]pyrimidin-3(2H)-yl]piperidine-1-carboxylate

HRID 1476583노트

반응식

HRID 1476583 반응식
[O:1]=[C:2]1[NH:7][C:6]2[CH:8]=[C:9]([C:11]3[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=3)[S:10][C:5]=2[C:4](=[O:17])[N:3]1[CH:18]1[CH2:23][CH2:22][N:21]([C:24]([O:26][C:27]([CH3:30])([CH3:29])[CH3:28])=[O:25])[CH2:20][CH2:19]1.Cl[CH2:32][C:33]1[O:37][N:36]=[C:35]([CH2:38][O:39][CH3:40])[N:34]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C.CCOC(C)=O>[CH3:40][O:39][CH2:38][C:35]1[N:34]=[C:33]([CH2:32][N:7]2[C:6]3[CH:8]=[C:9]([C:11]4[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=4)[S:10][C:5]=3[C:4](=[O:17])[N:3]([CH:18]3[CH2:23][CH2:22][N:21]([C:24]([O:26][C:27]([CH3:30])([CH3:29])[CH3:28])=[O:25])[CH2:20][CH2:19]3)[C:2]2=[O:1])[O:37][N:36]=1

참가 물질

6

반응물 3

HCID 11430Potassium CarbonateHCID 252192435-(Chloromethyl)-3-(methoxymethyl)-1,2,4-oxadiazoleHCID 67257815tert-butyl 4-(2,4-dioxo-6-phenyl-1,4-dihydrothieno[3,2-d]pyrimidin-3(2H)-yl)piperidine-1-carboxylate

생성물 1

HCID 67257785tert-butyl 4-[1-{[3-(methoxymethyl)-1,2,4-oxadiazol-5-yl]methyl}-2,4-dioxo-6-phenyl-1,4-dihydrothieno[3,2-d]pyrimidin-3(2H)-yl]piperidine-1-carboxylate

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 8857Ethyl Acetate용매

실험 절차

According to GP1 tert-butyl 4-(2,4-dioxo-6-phenyl-1,4-dihydrothieno[3,2-d]pyrimidin-3(2H)-yl)piperidine-1-carboxylate (6.41 g; compound B50) is reacted with 5-(chloromethyl)-3-(methoxymethyl)-1,2,4-oxadiazole (2.44 g; compound D14) in the presence of potassium carbonate (2.07 g) in DMF (45 ml). Using WU1 a solid is obtained which is dissolved in EtOAc (400 ml) at 65° C. The solvent is removed in vacuo to a volume of 40 ml at 40° C. To this solution 20 ml of diethyl ether is added at RT and the resulting suspension is filtered off and the filter cake is washed with little amounts of EtOAc and diethyl ether. The solid is dried in vacuo at 60° C. for 1 h to give the title compound.

후처리

  1. customis obtained which
  2. customThe solvent is removed in vacuo to a volume of 40 ml at 40° C
  3. additionTo this solution 20 ml of diethyl ether is added at RT
  4. filtrationthe resulting suspension is filtered off
  5. washthe filter cake is washed with little amounts of EtOAc and diethyl ether
  6. customThe solid is dried in vacuo at 60° C. for 1 h

출처 및 근거

ORD 기록
ord-80c0fdbd08854d64b6f134950335225f
출처 데이터셋
uspto-grants-2015_04
특허 번호
US09018175B2

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