Potassium Carbonate → 1-(4-{2-[2-Oxo-4-(thiophen-2-ylmethoxy)-2H-pyridin-1-yl]-ethyl}-benzyl)-piperidine-4-carboxylic Acid Dimethylamide

HRID 564157노트

반응식

HRID 564157 반응식
[CH3:1][N:2]([CH3:28])[C:3]([CH:5]1[CH2:10][CH2:9][N:8]([CH2:11][C:12]2[CH:17]=[CH:16][C:15]([CH2:18][CH2:19][N:20]3[CH:25]=[CH:24][C:23]([OH:26])=[CH:22][C:21]3=[O:27])=[CH:14][CH:13]=2)[CH2:7][CH2:6]1)=[O:4].Br[CH2:30][C:31]1[S:32][CH:33]=[CH:34][CH:35]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[CH3:28][N:2]([CH3:1])[C:3]([CH:5]1[CH2:10][CH2:9][N:8]([CH2:11][C:12]2[CH:17]=[CH:16][C:15]([CH2:18][CH2:19][N:20]3[CH:25]=[CH:24][C:23]([O:26][CH2:30][C:31]4[S:32][CH:33]=[CH:34][CH:35]=4)=[CH:22][C:21]3=[O:27])=[CH:14][CH:13]=2)[CH2:7][CH2:6]1)=[O:4]

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 118299782-(Bromomethyl)thiopheneHCID 670074151-{4-[2-(4-Hydroxy-2-oxo-2H-pyridin-1-yl)-ethyl]-benzyl}-piperidine-4-carboxylic Acid Dimethylamide

생성물 1

HCID 580428531-(4-{2-[2-Oxo-4-(thiophen-2-ylmethoxy)-2H-pyridin-1-yl]-ethyl}-benzyl)-piperidine-4-carboxylic Acid Dimethylamide

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

To 50 mg (0.13 mmol) 1-{4-[2-(4-hydroxy-2-oxo-2H-pyridin-1-yl)-ethyl]-benzyl}-piperidine-4-carboxylic acid dimethylamide (example 17.1a) in 2.0 mL DMF is added 130 μL (1 M solution in 1,4-dioxane, 0.13 mmol) 2-bromomethyl-thiophene and 45 mg (0.33 mmol) potassium carbonate at 0° C. The reaction mixture is stirred overnight at RT, filtered and the solvent is evaporated. The residue is dissolved in 2.5 mL of DMF and is purified via reverse HPLC chromatography (Waters symmetry, C18, 7 μm; water (0.15% formic acid)/acetonitrile 95:5 to 5:95).

후처리

  1. filtrationfiltered
  2. customthe solvent is evaporated
  3. dissolutionThe residue is dissolved in 2.5 mL of DMF
  4. customis purified via reverse HPLC chromatography (Waters symmetry, C18, 7 μm; water (0.15% formic acid)/acetonitrile 95:5 to 5:95)

출처 및 근거

ORD 기록
ord-1885383fbead492abdbfcc71ab7f9ea1
출처 데이터셋
uspto-grants-2011_11
특허 번호
US08067590B2

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