2-Bromopropanedial → {6-Bromo-[1,2,4]triazolo[1,5-a]pyrimidin-2-yl}methanol

HRID 858686

반응식

HRID 858686 반응식
[NH2:1][C:2]1[NH:6][N:5]=[C:4]([CH2:7][OH:8])[N:3]=1.[Br:9][CH:10]([CH:13]=O)[CH:11]=O>C(O)(=O)C>[Br:9][C:10]1[CH:11]=[N:1][C:2]2[N:6]([N:5]=[C:4]([CH2:7][OH:8])[N:3]=2)[CH:13]=1

참가 물질

4

반응물 2

HCID 749452-BromopropanedialHCID 178508559HCID 178508559, 화합물

생성물 1

HCID 57527274{6-Bromo-[1,2,4]triazolo[1,5-a]pyrimidin-2-yl}methanol

시약·촉매·용매 1

HCID 176Acetic Acid용매

반응 조건

온도
60 °C

실험 절차

To a slurry of (5-amino-1H-[1,2,4]triazol-3-yl)-methanol (6.29 g, 33.12 mmol) in acetic acid (25 ml) was added bromomalonaldehyde (5 g, 33.12 mmol). The mixture was heated at 60° C. for hours, and then cooled to room temperature. The light yellow solid was formed. After the solid were removed by filtration followed by drying in vacuum oven provides the light yellow solid as desired product, the filtrate was concentrate by rotary evaporation to give yellow oil. The crude oil was purified by flash chromatography (2% MeOH in CH2Cl2) to give the desired product as light yellow solid (combine total 6.5 g, 86% yield). 1H NMR (300 MHz, DMSO-D6) δ ppm 4.65 (d, J=5.46 Hz, 2 H) 5.50–5.67 (m, 1 H) 8.94 (d, J=2.45 Hz, 1 H) 9.83 (d, J=2.26 Hz, 1 H). MS: (APCI) 230 (M+H)

후처리

  1. temperaturecooled to room temperature
  2. customThe light yellow solid was formed
  3. customAfter the solid were removed by filtration
  4. customby drying in vacuum oven

출처 및 근거

ORD 기록
ord-8f33025885764352ad55b8c67a347e91
출처 데이터셋
uspto-grants-2006_12
특허 번호
US07148226B2

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