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

HRID 564157ノート

反応式

HRID 564157 の反応式
[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]

参加物

5

反応物 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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

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).

後処理

  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)

出典と根拠

ORDレコード
ord-1885383fbead492abdbfcc71ab7f9ea1
出典データセット
uspto-grants-2011_11
特許番号
US08067590B2

反応ノート

読み込み中…