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Dimethylformamide → 3-{4-[(4-Chlorobenzyl)oxy]benzyl}-6-[4-(4-fluorophenyl)piperazin-1-yl]-1,3,5-triazine-2,4(1H,3H)-dione

HRID 1477697
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HRID 1477697 반응식
CN(C)C=O.[F:6][C:7]1[CH:12]=[CH:11][C:10]([N:13]2[CH2:18][CH2:17][N:16]([C:19]3[NH:24][C:23](=[O:25])[NH:22][C:21](=[O:26])[N:20]=3)[CH2:15][CH2:14]2)=[CH:9][CH:8]=1.[H-].[Li+].[Cl:29][C:30]1[CH:35]=[CH:34][C:33]([CH2:36][O:37][C:38]2[CH:43]=[CH:42][C:41]([CH2:44]Cl)=[CH:40][CH:39]=2)=[CH:32][CH:31]=1>C(O)C.O>[Cl:29][C:30]1[CH:35]=[CH:34][C:33]([CH2:36][O:37][C:38]2[CH:43]=[CH:42][C:41]([CH2:44][N:22]3[C:23](=[O:25])[N:24]=[C:19]([N:16]4[CH2:17][CH2:18][N:13]([C:10]5[CH:11]=[CH:12][C:7]([F:6])=[CH:8][CH:9]=5)[CH2:14][CH2:15]4)[NH:20][C:21]3=[O:26])=[CH:40][CH:39]=2)=[CH:32][CH:31]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 6228DimethylformamideHCID 62714Lithium hydrideHCID 126484231-Chloro-4-{[4-(chloromethyl)phenoxy]methyl}benzeneHCID 1178393346-[4-(4-Fluorphenyl)piperazin-1-yl]-1,3,5-triazine-2,4(1H,3H)-dione

생성물 1

HCID 1178398293-{4-[(4-Chlorobenzyl)oxy]benzyl}-6-[4-(4-fluorophenyl)piperazin-1-yl]-1,3,5-triazine-2,4(1H,3H)-dione

시약·촉매·용매 2

HCID 702Ethanol용매HCID 962Water용매

실험 절차

In argon atmosphere, to an N,N-dimethylformamide solution (5 mL) of 6-[4-(4-fluorophenyl)piperazin-1-yl]-1,3,5-triazine-2,4(1H,3H)-dione (200 mg, 0.69 mmol) synthesized in Reference Synthesis Example 18, lithium hydride (12 mg, 1.51 mmol) was added at 0° C. and the resultant mixture was stirred for 1 hour. To the mixture, 1-chloro-4-{[4-(chloromethyl)phenoxy]methyl}benzene (183 mg, 0.69 mmol) was added and the resultant mixture was stirred at 50° C. for 2 hours and at 70° C. for 3 days. After the completion of the reaction, water and ethanol were added to the reaction solution and a resultant solid was filtered to obtain a crude product of a precursor (66St) of the title compound, which was used as it was in the next reaction below.

후처리

  1. additionwas added at 0° C.
  2. additionwere added to the reaction solution
  3. filtrationa resultant solid was filtered

출처 및 근거

ORD 기록
ord-2089749750664417bf65e7ef4872c04a
출처 데이터셋
uspto-grants-2016_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09403798B2

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