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Water → HCID 86664327, 화합물

HRID 922048
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HRID 922048 반응식
[Cl:1][C:2]1[C:7]([C:8]([NH:10][CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([F:18])[CH:13]=2)=[O:9])=[C:6]([CH3:19])[CH:5]=[C:4](Cl)[N:3]=1.C([O-])([O-])=O.[K+].[K+].[CH3:27][O:28][CH:29]1[CH2:34][CH2:33][CH2:32][CH:31]([NH:35][CH3:36])[CH2:30]1.O>CN(C=O)C>[Cl:1][C:2]1[C:7]([C:8]([NH:10][CH2:11][C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([F:18])[CH:13]=2)=[O:9])=[C:6]([CH3:19])[CH:5]=[C:4]([N:35]([CH:31]2[CH2:32][CH2:33][CH2:34][CH:29]([O:28][CH3:27])[CH2:30]2)[CH3:36])[N:3]=1
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참가 물질

6

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HCID 962WaterHCID 11430Potassium CarbonateHCID 144801181343188-84-0HCID 866643132,6-dichloro-N-(3-fluorobenzyl)-4-methyl-pyridine-3-carboxylic acid amide

생성물 1

HCID 86664327HCID 86664327, 화합물수율 71.1%

시약·촉매·용매 1

HCID 6228
Dimethylformamide
용매

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온도
110 °C

실험 절차

To a solution of 1.19 g (3.8 mmol) 2,6-dichloro-N-(3-fluorobenzyl)-4-methyl-pyridine-3-carboxylic acid amide (synthesis is described in section a) of example 2) in DMF (12 ml) were added 1.05 g (7.6 mmol) K2CO3 and 683 mg (3.8 mmol) 3-methoxy-N-methylcyclohexanamine and the reaction mixture was heated at 110° C. for 16 h. The mixture was then poured into water and extracted with EtOAc. The organic layer was washed with water and brine, dried over Na2SO4 and concentrated in vacuo. Purification of the residue by CC (hexane/EtOAc 4:1) provided 850 mg (2.7 mmol, 32%) 2-chloro-N-(3-fluorobenzyl)-6-((3-methoxycyclohexyl)(methyl)amino)-4-methyl-pyridine-3-carboxylic acid amide.

후처리

  1. extractionextracted with EtOAc
  2. washThe organic layer was washed with water and brine
  3. dry with materialdried over Na2SO4
  4. concentrationconcentrated in vacuo
  5. customPurification of the residue by CC (hexane/EtOAc 4:1)

출처 및 근거

ORD 기록
ord-e1166f0782fb4432afc0f1defb38d786
출처 데이터셋
uspto-grants-2016_03
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09278103B2

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