Potassium Carbonate → 1-(4-Chlorobenzyl)-4-{[1-(4-fluorophenyl)piperidin-4-yl]amino}-1,3,5-triazin-2(1H)-one

HRID 1477708노트

반응식

HRID 1477708 반응식
Cl[C:2]1[N:7]=[CH:6][N:5]([CH2:8][C:9]2[CH:14]=[CH:13][C:12]([Cl:15])=[CH:11][CH:10]=2)[C:4](=[O:16])[N:3]=1.C(=O)([O-])[O-].[K+].[K+].[F:23][C:24]1[CH:29]=[CH:28][C:27]([N:30]2[CH2:35][CH2:34][CH:33]([NH2:36])[CH2:32][CH2:31]2)=[CH:26][CH:25]=1>C(Cl)(Cl)Cl.O>[Cl:15][C:12]1[CH:13]=[CH:14][C:9]([CH2:8][N:5]2[CH:6]=[N:7][C:2]([NH:36][CH:33]3[CH2:34][CH2:35][N:30]([C:27]4[CH:28]=[CH:29][C:24]([F:23])=[CH:25][CH:26]=4)[CH2:31][CH2:32]3)=[N:3][C:4]2=[O:16])=[CH:10][CH:11]=1

참가 물질

6

반응물 3

HCID 11430Potassium CarbonateHCID 196939451-(4-Fluorophenyl)piperidin-4-amineHCID 1178396204-chloro-1-(4-chlorobenzyl)-1,3,5-triazin-2(1H)-one

생성물 1

HCID 1178399401-(4-Chlorobenzyl)-4-{[1-(4-fluorophenyl)piperidin-4-yl]amino}-1,3,5-triazin-2(1H)-one수율 52.5%

시약·촉매·용매 2

HCID 962Water용매HCID 6212Chloroform용매2회

실험 절차

To a chloroform solution (1.1 mL) of 4-chloro-1-(4-chlorobenzyl)-1,3,5-triazin-2(1H)-one (59 mg, 0.23 mmol) synthesized in Reference Synthesis Example 11, potassium carbonate (80 mg, 0.58 mmol) and 1-(4-fluorophenyl)piperidine-4-amine (66 mg, 0.34 mmol) synthesized in Reference Synthesis Example 83 were added and the resultant mixture was stirred at room temperature for 30 minutes. After the completion of the reaction, water was added to the reaction solution and extraction with chloroform from the resultant reaction solution was performed. The organic layer was concentrated under reduced pressure and the resultant residue was purified by silica gel column chromatography (hexane/ethyl acetate=1/5→0/1 and next, ethyl acetate/methanol=19/1 (v/v)) to obtain the title compound (50 mg, yield: 52%).

후처리

  1. customsynthesized in Reference Synthesis Example 83
  2. additionwere added
  3. customreaction solution
  4. concentrationThe organic layer was concentrated under reduced pressure
  5. customthe resultant residue was purified by silica gel column chromatography (hexane/ethyl acetate=1/5→0/1 and next, ethyl acetate/methanol=19/1 (v/v))

출처 및 근거

ORD 기록
ord-a2885db1740048438308962a4049e313
출처 데이터셋
uspto-grants-2016_08
특허 번호
US09403798B2

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