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

HRID 591233ノート

反応式

HRID 591233 の反応式
[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

参加物

5

反応物 3

HCID 10340Sodium CarbonateHCID 24813Phosphorus oxychlorideHCID 178429167HCID 178429167、化合物

生成物 1

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

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

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.

後処理

  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%)

出典と根拠

ORDレコード
ord-36824fea01cc4572a3716e4a9506d30b
出典データセット
uspto-grants-2016_01
特許番号
US09238653B2

反応ノート

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