Formamide → 5-Oxazol-4-yl-thiophene-3-carboxylic acid methyl ester

HRID 2068634

反応式

HRID 2068634 の反応式
[CH3:1][O:2][C:3]([C:5]1[CH:9]=[C:8]([C:10](=O)[CH2:11]Br)[S:7][CH:6]=1)=[O:4].[CH:14]([NH2:16])=[O:15]>>[CH3:1][O:2][C:3]([C:5]1[CH:9]=[C:8]([C:10]2[N:16]=[CH:14][O:15][CH:11]=2)[S:7][CH:6]=1)=[O:4]

参加物

3

反応物 2

HCID 713FormamideHCID 539045465-(2-Bromo-acetyl)-thiophene-3-carboxylic acid methyl ester

生成物 1

HCID 581102445-Oxazol-4-yl-thiophene-3-carboxylic acid methyl ester

反応条件

温度
170 °C

実験手順

5-(2-Bromo-acetyl)-thiophene-3-carboxylic acid methyl ester (0.4 g, 1.52 mmol) was dissolved in formamide (2 mL) and the tube purged with nitrogen and then sealed. The mixture was heated at 170° C. for 20 minutes. The resultant solution was diluted with HCl (1 M) and water and washed with ethyl acetate. The organic phase was evaporated then purified by chromatography on a silica II cartridge, eluting with 2:1 pentane:DCM to neat DCM, to give the side product, 5-oxazol-4-yl-thiophene-3-carboxylic acid methyl ester as white solid (0.049 g). LCMS m/z 251.35 [M+MeCN+H]+ R.T.=3.07 min (Analytical Method 6).

後処理

  1. customthe tube purged with nitrogen
  2. customsealed
  3. additionThe resultant solution was diluted with HCl (1 M) and water
  4. washwashed with ethyl acetate
  5. customThe organic phase was evaporated
  6. customthen purified by chromatography on a silica II cartridge
  7. washeluting with 2:1 pentane

出典と根拠

ORDレコード
ord-30f48cd78caf41b1b6162ee6901eeea9
出典データセット
uspto-grants-2012_10
特許番号
US08299063B2

関連ノート

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