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Dimethylformamide → 4-(3-{1-[3-(4-Cyanophenoxy)propyl]-4-piperidinyl}propoxy)-2-fluorobenzonitrile

HRID 644122
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인쇄 미리보기

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HRID 644122 반응식
CN(C)C=O.[F:6][C:7]1[CH:14]=[C:13]([O:15][CH2:16][CH2:17][CH2:18][CH:19]2[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]2)[CH:12]=[CH:11][C:8]=1[C:9]#[N:10].C(=O)([O-])[O-].[K+].[K+].Br[CH2:32][CH2:33][CH2:34][O:35][C:36]1[CH:43]=[CH:42][C:39]([C:40]#[N:41])=[CH:38][CH:37]=1>C1(C)C=CC=CC=1.O.C(OCC)(=O)C>[C:40]([C:39]1[CH:42]=[CH:43][C:36]([O:35][CH2:34][CH2:33][CH2:32][N:22]2[CH2:23][CH2:24][CH:19]([CH2:18][CH2:17][CH2:16][O:15][C:13]3[CH:12]=[CH:11][C:8]([C:9]#[N:10])=[C:7]([F:6])[CH:14]=3)[CH2:20][CH2:21]2)=[CH:37][CH:38]=1)#[N:41]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

8

반응물 4

HCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 10879224HCID 10879224, 화합물HCID 59263044HCID 59263044, 화합물

생성물 1

HCID 686904254-(3-{1-[3-(4-Cyanophenoxy)propyl]-4-piperidinyl}propoxy)-2-fluorobenzonitrile수율 42.3%

시약·촉매·용매 3

HCID 962
Water
용매
HCID 1140Toluene용매
HCID 8857Ethyl Acetate용매

실험 절차

To an N,N-dimethylformamide solution (2.0 mL) of 0.10 g of 2-fluoro-4-[3-(4-piperidinyl)propoxy]benzonitrile were sequentially added 0.10 g of potassium carbonate and 0.13 g of 4-(3-bromopropoxy)benzonitrile at room temperature, which was then stirred at the same temperature for 13 hours. Ethyl acetate, water, and toluene were added to the reaction mixture. The organic layer was separated and dried with anhydrous sodium sulfate, followed by distilling off the solvent under reduced pressure. The resultant residue was purified using silica gel column chromatography (eluent; chloroform:methanol=4:1) to provide 68 mg of 4-(3-{1-[3-(4-cyanophenoxy)propyl]-4-piperidinyl}propoxy)-2-fluorobenzonitrile as white solid form.

후처리

  1. customat room temperature
  2. customThe organic layer was separated
  3. dry with materialdried with anhydrous sodium sulfate
  4. distillationby distilling off the solvent under reduced pressure
  5. customThe resultant residue was purified

출처 및 근거

ORD 기록
ord-7350d92f37e84d9abeb5972589917bb8
출처 데이터셋
uspto-grants-2010_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07700623B2

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