Acetyl chloride → 2-Acetamido-5-bromopyrimidine

HRID 225896노트

반응식

HRID 225896 반응식
[Br:1][C:2]1[CH:3]=[N:4][C:5]([NH2:8])=[N:6][CH:7]=1.N1C(C)=CC=CC=1C.[C:17](Cl)(=[O:19])[CH3:18]>C(Cl)Cl>[Br:1][C:2]1[CH:3]=[N:4][C:5]([NH:8][C:17](=[O:19])[CH3:18])=[N:6][CH:7]=1

참가 물질

5

반응물 3

HCID 6367Acetyl chlorideHCID 79372,6-LutidineHCID 2313102-Amino-5-bromopyrimidine

생성물 1

HCID 225937242-Acetamido-5-bromopyrimidine수율 70%

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

To a solution of 5-bromo-2-aminopyrimidine (2.0 g, 11.5 mmole) in CH2Cl2 (75 mL) at RT was added 2,6-lutidine (2.7 mL, 23.0 mmole) followed by acetyl chloride (0.99 g, 12.6 mmole). After stirring for 8 hours, the reaction solution was concentrated under vacuum. The remaining residue was dissolved EtOAc (200 mL), washed with H2O (100 mL) and brine, and dried over Na2SO4. Flash chromatography on silica gel (95:5 CHCl3/MeOH) and drying under high vacuum gave the title compound (1.74 g, 70%) as a yellow solid: MS (ES) m/e 217 (M+H)+.

후처리

  1. concentrationthe reaction solution was concentrated under vacuum
  2. dissolutionThe remaining residue was dissolved EtOAc (200 mL)
  3. washwashed with H2O (100 mL) and brine
  4. dry with materialdried over Na2SO4
  5. customFlash chromatography on silica gel (95:5 CHCl3/MeOH) and drying under high vacuum

출처 및 근거

ORD 기록
ord-0bf2cd4bcef84f4e9784796275e34ef8
출처 데이터셋
uspto-grants-2009_07
특허 번호
US07557125B2

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