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Water → HCID 67175754, 화합물

HRID 1027486
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HRID 1027486 반응식
[CH3:1][S:2][C:3]1[N:4]=[C:5]([OH:19])[C:6]2[N:11]=[C:10]([C:12]3[CH:17]=[CH:16][CH:15]=[C:14]([CH3:18])[CH:13]=3)[O:9][C:7]=2[N:8]=1.C(=O)([O-])[O-].[K+].[K+].Br[CH2:27][CH2:28][CH3:29].O>CN(C)C=O>[CH3:1][S:2][C:3]1[N:4]([CH2:27][CH2:28][CH3:29])[C:5](=[O:19])[C:6]2[N:11]=[C:10]([C:12]3[CH:17]=[CH:16][CH:15]=[C:14]([CH3:18])[CH:13]=3)[O:9][C:7]=2[N:8]=1.[CH3:1][S:2][C:3]1[N:4]=[C:5]([O:19][CH2:27][CH2:28][CH3:29])[C:6]2[N:11]=[C:10]([C:12]3[CH:17]=[CH:16][CH:15]=[C:14]([CH3:18])[CH:13]=3)[O:9][C:7]=2[N:8]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

7

반응물 4

HCID 962WaterHCID 78401-BromopropaneHCID 11430Potassium CarbonateHCID 178503523HCID 178503523, 화합물

생성물 2

HCID 67175754HCID 67175754, 화합물HCID 67176099HCID 67176099, 화합물

시약·촉매·용매 1

HCID 6228
Dimethylformamide
용매

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온도
60 °C

실험 절차

7.1 g of 5-methylsulfanyl-2-(3-methyl-phenyl)-oxazolo[5,4-d]pyrimidin-7-ol were dissolved in 50 ml of dimethylformamide, and 14.4 g of potassium carbonate and then 3.2 g of 1-bromo-propane were added. The suspension was stirred at 60° C. for 5 h and then, after cooling, poured onto 150 ml of water. The precipitate was filtered off with suction. The obtained mixture of regioisomers was separated by silica gel chromatography (method SC1). Besides 2.3 g of 5-methylsulfanyl-6-propyl-2-(3-methyl-phenyl)-6H-oxazolo[5,4-d]pyrimidin-7-one (LC/MS (method LC1): Rt=2.16 min; m/z=316.14 [M+H]+), 3.4 g of the title compound were obtained.

후처리

  1. temperatureafter cooling
  2. filtrationThe precipitate was filtered off with suction
  3. additionThe obtained mixture of regioisomers
  4. customwas separated by silica gel chromatography (method SC1)

출처 및 근거

ORD 기록
ord-9d5ff070d13f4c49bfd3cc495129634d
출처 데이터셋
uspto-grants-2014_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08735387B2

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