Sodium ethoxide → 5-Bromo-2-(propan-2-yl)pyrimidine-4-carboxylic acid

HRID 467621

反応式

HRID 467621 の反応式
Cl.[C:2]([NH2:7])(=[NH:6])[CH:3]([CH3:5])[CH3:4].CC[O-].[Na+].[C:12]([OH:20])(=[O:19])/[C:13](=[C:15](\[CH:17]=O)/[Br:16])/Br>CCO>[Br:16][C:15]1[C:13]([C:12]([OH:20])=[O:19])=[N:6][C:2]([CH:3]([CH3:5])[CH3:4])=[N:7][CH:17]=1

参加物

5

反応物 3

HCID 2723922Sodium ethoxide2 回HCID 27820532-Methylpropanimidamide hydrochlorideHCID 3033972Mucobromic Acid

生成物 1

HCID 672998985-Bromo-2-(propan-2-yl)pyrimidine-4-carboxylic acid収率 73%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒2 回

反応条件

温度
50 °C

実験手順

To a stirred suspension of isobutyramidine hydrochloride (6.47 g, 47.5 mmol) at rt in EtOH (30 ml) under an argon atmosphere was added NaOEt solution (21 ml, 21% in EtOH) over min. The suspension was heated to 50° C. and a solution of mucobromic acid (5.7 g, 22.1 mmol) in EtOH (24 ml) was added dropwise over 5 min at 50° C. An additional portion of NaOEt solution (12 ml, 21% in EtOH) was added dropwise over 5 min. The mixture was then cooled to rt. The solids were filtered off, and the cake was washed with plenty of ethanol. The filtrate was concentrated to leave the crude product as a light brown solid. The crude material was triturated in 2 N HCl (100 ml). The product was collected by filtration, washed with plenty of H2O and plenty of n-heptane and dried to give the product (2.09 g, 73%) as beige solid.

後処理

  1. temperatureThe mixture was then cooled to rt
  2. filtrationThe solids were filtered off
  3. washthe cake was washed with plenty of ethanol
  4. concentrationThe filtrate was concentrated
  5. customto leave the crude product as a light brown solid
  6. customThe crude material was triturated in 2 N HCl (100 ml)
  7. filtrationThe product was collected by filtration
  8. washwashed with plenty of H2O and plenty of n-heptane
  9. customdried

出典と根拠

ORDレコード
ord-032b09cd601f4788b77b27dbc9d302a2
出典データセット
uspto-grants-2014_01
特許番号
US08623866B2

関連ノート

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