Sodium Bicarbonate → 2'-Amino-6'-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}thio)-6-(2-hydroxyethoxy)-3,4'-bipyridine-3',5'-dicarbonitrile

HRID 242171ノート

反応式

HRID 242171 の反応式
Cl[CH2:2][C:3]1[N:4]=[C:5]([C:8]2[CH:13]=[CH:12][C:11]([Cl:14])=[CH:10][CH:9]=2)[S:6][CH:7]=1.[NH2:15][C:16]1[C:21]([C:22]#[N:23])=[C:20]([C:24]2[CH:25]=[N:26][C:27]([O:30][CH2:31][CH2:32][OH:33])=[CH:28][CH:29]=2)[C:19]([C:34]#[N:35])=[C:18]([SH:36])[N:17]=1.C(=O)(O)[O-].[Na+]>CN(C=O)C>[NH2:15][C:16]1[C:21]([C:22]#[N:23])=[C:20]([C:24]2[CH:25]=[N:26][C:27]([O:30][CH2:31][CH2:32][OH:33])=[CH:28][CH:29]=2)[C:19]([C:34]#[N:35])=[C:18]([S:36][CH2:2][C:3]2[N:4]=[C:5]([C:8]3[CH:13]=[CH:12][C:11]([Cl:14])=[CH:10][CH:9]=3)[S:6][CH:7]=2)[N:17]=1

参加物

5

反応物 3

HCID 516892Sodium BicarbonateHCID 6102974-(Chloromethyl)-2-(4-chlorophenyl)-1,3-thiazoleHCID 178510485HCID 178510485、化合物

生成物 1

HCID 247719802'-Amino-6'-({[2-(4-chlorophenyl)-1,3-thiazol-4-yl]methyl}thio)-6-(2-hydroxyethoxy)-3,4'-bipyridine-3',5'-dicarbonitrile

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

63 mg (0.26 mmol) of 4-chloromethyl-2-(4-chlorphenyl)thiazole, 100 mg (0.23 mmol) of the compound from example 2A and 78 mg (0.93 mmol) of sodium bicarbonate are dissolved in 1.5 ml of DMF, and the reaction solution is stirred at RT for 20 h. The mixture is then filtered through a paper filter, and the filtrate is directly purified chromatographically by preparative HPLC (column: YMC GEL ODS-AQ S-5/15 μm; mobile phase gradient: acetonitrile/water 10:90→95:5). This gives the title compound as a beige solid.

後処理

  1. filtrationThe mixture is then filtered through a paper
  2. filtrationfilter
  3. customthe filtrate is directly purified chromatographically by preparative HPLC (column: YMC GEL ODS-AQ S-5/15 μm; mobile phase gradient: acetonitrile/water 10:90→95:5)

出典と根拠

ORDレコード
ord-35501c1970c14f32b5473510a3342985
出典データセット
uspto-grants-2014_02
特許番号
US08653109B2

反応ノート

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