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

HRID 467621

반응식

HRID 467621 반응식
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

참가 물질

5

반응물 3

HCID 2723922Sodium ethoxide2회HCID 27820532-Methylpropanimidamide hydrochlorideHCID 3033972Mucobromic Acid

생성물 1

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

시약·촉매·용매 1

HCID 702Ethanol용매2회

반응 조건

온도
50 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-032b09cd601f4788b77b27dbc9d302a2
출처 데이터셋
uspto-grants-2014_01
특허 번호
US08623866B2

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