Chloroacetaldehyde → (R)-3-chloro-5-cyclopentyl-6-ethyl-5,6-dihydroimidazo[1,2-f]pteridine

HRID 2357973ノート

反応式

HRID 2357973 の反応式
[Cl:1][C:2]1[N:11]=[CH:10][C:9]2[N:8]=[C:7]([NH2:12])[C@@H:6]([CH2:13][CH3:14])[N:5]([CH:15]3[CH2:19][CH2:18][CH2:17][CH2:16]3)[C:4]=2[N:3]=1.Cl[CH2:21][CH:22]=O.C([O-])(O)=O.[Na+].CCOC(C)=O>CO>[Cl:1][C:2]1[N:11]=[CH:10][C:9]2[N:8]3[CH:21]=[CH:22][N:12]=[C:7]3[C@@H:6]([CH2:13][CH3:14])[N:5]([CH:15]3[CH2:19][CH2:18][CH2:17][CH2:16]3)[C:4]=2[N:3]=1

参加物

6

反応物 4

HCID 33Chloroacetaldehyde2 回HCID 8857Ethyl AcetateHCID 516892Sodium BicarbonateHCID 59389593(R)-2-chloro-8-cyclopentyl-7-ethyl-7,8-dihydropteridin-6-amine

生成物 1

HCID 59389590(R)-3-chloro-5-cyclopentyl-6-ethyl-5,6-dihydroimidazo[1,2-f]pteridine

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

反応条件

温度
68 °C

実験手順

(R)-2-chloro-8-cyclopentyl-7-ethyl-7,8-dihydropteridin-6-amine (177 mg, 0.64 mmol) in MeOH (1.5 mL) treated with 50% aqueous chloroacetaldehyde (131 μL, 1.3 Eq.) and the reaction mixture heated to reflux for 6 hours. A further portion of 50% aq. chloroacetaldehyde (400 μL, 3.0 Eq.) was added, and the reaction mixture heated to 68° C. overnight. NaHCO3 (aq. sat.) and EtOAc was added, and the aqueous was further extracted with EtOAc. The combined organic extracts were dried over MgSO4, filtered and concentrated in vacuo.

後処理

  1. temperaturethe reaction mixture heated
  2. temperatureto reflux for 6 hours
  3. extractionthe aqueous was further extracted with EtOAc
  4. dry with materialThe combined organic extracts were dried over MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-d3d78ffd44e44bc18e8324877541646e
出典データセット
uspto-grants-2010_07
特許番号
US07763629B2

反応ノート

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