Sodium Carbonate → 7-Chloro-5-methyl-2-(1-methylethyl)[1,2,4]triazolo[1,5-a]pyrimidine

HRID 591233노트

반응식

HRID 591233 반응식
[CH3:1][C:2]1[CH:7]=[C:6](O)[N:5]2[N:9]=[C:10]([CH:12]([CH3:14])[CH3:13])[N:11]=[C:4]2[N:3]=1.P(Cl)(Cl)([Cl:17])=O.C([O-])([O-])=O.[Na+].[Na+]>O>[Cl:17][C:6]1[N:5]2[N:9]=[C:10]([CH:12]([CH3:14])[CH3:13])[N:11]=[C:4]2[N:3]=[C:2]([CH3:1])[CH:7]=1

참가 물질

5

반응물 3

HCID 10340Sodium CarbonateHCID 24813Phosphorus oxychlorideHCID 178429167HCID 178429167, 화합물

생성물 1

HCID 533918637-Chloro-5-methyl-2-(1-methylethyl)[1,2,4]triazolo[1,5-a]pyrimidine

시약·촉매·용매 1

HCID 962Water용매

실험 절차

A suspension of Intermediate 17 (0.225 g, 1.171 mmol) in phosphorous oxychloride (ALDRICH, 0.327 ml, 3.51 mmol) was heated under reflux for 1 h. The reaction mixture was added dropwise into iced water, neutralized with solid Na2CO3 and product was extracted with DCM. The combined organic layers were washed with brine and dried over anhydrous Na2SO4. A brown oil was obtained upon solvent removal in vacuo which was purified by flash chromatography (Si, eluting with Hexane:EtOAc mixtures from 100:0 to 40:60%) to yield the title compound as a white solid.

후처리

  1. temperaturewas heated
  2. temperatureunder reflux for 1 h
  3. extractionwas extracted with DCM
  4. washThe combined organic layers were washed with brine
  5. dry with materialdried over anhydrous Na2SO4
  6. customA brown oil was obtained upon solvent removal in vacuo which
  7. customwas purified by flash chromatography (Si, eluting with Hexane:EtOAc mixtures from 100:0 to 40:60%)

출처 및 근거

ORD 기록
ord-36824fea01cc4572a3716e4a9506d30b
출처 데이터셋
uspto-grants-2016_01
특허 번호
US09238653B2

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