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Potassium Carbonate → N,N-Dibenzyl-2-(1-(2,6-dimethylpyrimidin-4-yl)piperidin-4-yl)ethanamine

HRID 1193407
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HRID 1193407 반응식
FC(F)(F)C(O)=O.[CH2:8]([N:15]([CH2:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)[CH2:16][CH2:17][CH:18]1[CH2:23][CH2:22][NH:21][CH2:20][CH2:19]1)[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.Cl[C:32]1[CH:37]=[C:36]([CH3:38])[N:35]=[C:34]([CH3:39])[N:33]=1.C([O-])([O-])=O.[K+].[K+]>CC(C)=O>[CH2:24]([N:15]([CH2:8][C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=1)[CH2:16][CH2:17][CH:18]1[CH2:19][CH2:20][N:21]([C:32]2[CH:37]=[C:36]([CH3:38])[N:35]=[C:34]([CH3:39])[N:33]=2)[CH2:22][CH2:23]1)[C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 31541994-Chloro-2,6-dimethylpyrimidineHCID 66799214N,N-dibenzyl-2-(piperidin-4-yl)ethanamine trifluoroacetate

생성물 1

HCID 66798939N,N-Dibenzyl-2-(1-(2,6-dimethylpyrimidin-4-yl)piperidin-4-yl)ethanamine수율 49%

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

A mixture of N,N-dibenzyl-2-(piperidin-4-yl)ethanamine trifluoroacetate (see stage 6 AMN-01) (6.372 mmol, 1.0 eq), 4-chloro-2,6-dimethylpyrimidine (1.17 g, 8.283 mmol, 1.3 eq) and K2CO3 (2.64 g, 19.116 mmol, 3.0 eq) in acetone (50 ml) was stirred for 16 hours at boiling temperature. After monitoring by TLC, the mixture was concentrated, diluted with DCM (100 ml) and washed with water (50 ml) and sat. NaCl solution (50 ml). The org. phase was dried over sodium sulfate and concentrated under reduced pressure, and the crude product so obtained was purified by column chromatography (silica gel, 2% MeOH in DCM). Yield: 49% (1.3 g, 3.14 mmol)

후처리

  1. concentrationthe mixture was concentrated
  2. additiondiluted with DCM (100 ml)
  3. washwashed with water (50 ml) and sat. NaCl solution (50 ml)
  4. dry with materialphase was dried over sodium sulfate
  5. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-d3938d30a870406da1e91bf3d6648091
출처 데이터셋
uspto-grants-2014_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08680159B2

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