2-(2-Hydroxyethyl)pyridine → 6-(2-Furyl)-9-(2-(2-pyridyl)ethyl)-9H-purine-2-amine

HRID 271266

反応式

HRID 271266 の反応式
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]1[NH:14][C:13]([NH2:15])=[N:12][C:11]2[C:7]=1[N:8]=[CH:9][N:10]=2.O[CH2:17][CH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][N:20]=1.N(C(OC(C)(C)C)=O)=NC(OC(C)(C)C)=O>CN(C=O)C.C1COCC1>[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]1[N:14]=[C:13]([NH2:15])[N:12]=[C:11]2[C:7]=1[N:8]=[CH:9][N:10]2[CH2:17][CH2:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][N:20]=1

参加物

6

反応物 3

HCID 76752-(2-Hydroxyethyl)pyridineHCID 97268Di-tert-butyl azodicarboxylateHCID 1785082476-(furan-2-yl)-9H-purin-2-amine

生成物 1

HCID 598350056-(2-Furyl)-9-(2-(2-pyridyl)ethyl)-9H-purine-2-amine収率 47%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide溶媒HCID 8028Tetrahydrofuran溶媒

実験手順

A mixture of 6-(2-furyl)-1H-purine-2-amine (50 mg, 0.25 mmol) and triphenylphosphine polystyrene (0.21 g, 0.62 mmol) in anhydrous DMF (0.5 mL) and anhydrous THF (2 mL) was treated with 2-(2-hydroxyethyl)pyridine (61 mg, 0.50 mmol), shaken at room temperature for 10 min, treated with di-tert-butyl azodicarboxylate (0.115 g, 0.50 mmol), shaken for 16 h, filtered and the filtrate concentrated in vacuo and purified by chromatography [SiO2; CH2Cl2-MeOH (100:5)] to give the title compound (36 mg, 47%) as an off-white solid.

後処理

  1. stirringshaken for 16 h
  2. filtrationfiltered
  3. concentrationthe filtrate concentrated in vacuo
  4. custompurified by chromatography [SiO2; CH2Cl2-MeOH (100:5)]

出典と根拠

ORDレコード
ord-db83be092a204d019700369c5c6436b5
出典データセット
uspto-grants-2008_11
特許番号
US07452894B2

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