Potassium Carbonate → N-(4-chlorobenzyl)-2-(hydroxymethyl)-4-{2-[methoxy(methyl)amino]-2-oxoethyl}-7-oxo-4,7-dihydrothieno[3,2-b]pyridine-6-carboxamide

HRID 982713ノート

反応式

HRID 982713 の反応式
[Cl:1][C:2]1[CH:23]=[CH:22][C:5]([CH2:6][NH:7][C:8]([C:10]2[C:11](=[O:21])[C:12]3[S:18][C:17]([CH2:19][OH:20])=[CH:16][C:13]=3[NH:14][CH:15]=2)=[O:9])=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].Cl[CH2:31][C:32]([N:34]([O:36][CH3:37])[CH3:35])=[O:33]>CN(C=O)C.O>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:6][NH:7][C:8]([C:10]2[C:11](=[O:21])[C:12]3[S:18][C:17]([CH2:19][OH:20])=[CH:16][C:13]=3[N:14]([CH2:31][C:32]([N:34]([O:36][CH3:37])[CH3:35])=[O:33])[CH:15]=2)=[O:9])=[CH:22][CH:23]=1

参加物

6

反応物 3

HCID 11430Potassium CarbonateHCID 27347162-Chloro-N-methoxy-N-methylacetamideHCID 22563221N-(4-chlorobenzyl)-2-(hydroxymethyl)-7-oxo-4,7-dihydrothieno[3,2-b]pyridine-6-carboxamide

生成物 1

HCID 22563215N-(4-chlorobenzyl)-2-(hydroxymethyl)-4-{2-[methoxy(methyl)amino]-2-oxoethyl}-7-oxo-4,7-dihydrothieno[3,2-b]pyridine-6-carboxamide収率 69.5%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

A mixture of N-(4-chlorobenzyl)-2-(hydroxymethyl)-7-oxo-4,7-dihydrothieno[3,2-b]pyridine-6-carboxamide (100 mg, 0.288 mmol), potassium carbonate (60 mg, 0.43 mmol) and 2-chloro-N-methoxy-N-methylacetamide (200 mg) in DMF (1.5 mL) was shaken at room temp. for 48 hrs. The mixture was diluted with water (5 mL), and the resulting solid was collected by filtration. The crude solid was recrystallized from aq. ethanol to afford title compound (90 mg). The title compound is also a compound of formula I.

後処理

  1. filtrationthe resulting solid was collected by filtration
  2. customThe crude solid was recrystallized from aq. ethanol

出典と根拠

ORDレコード
ord-d9a528cc9b1040ff934fbd0053df41ac
出典データセット
uspto-grants-2005_03
特許番号
US06861438B2

反応ノート

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