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HCID 22160550、化合物 → HCID 22160570、化合物

HRID 1089285
ノート
印刷プレビュー

反応式

HRID 1089285 の反応式
[NH2:1][C:2]1[N:10]=[C:9]2[C:5]([N:6]=[CH:7][N:8]2[O:11][CH2:12][CH2:13][CH2:14][O:15]CC2C=CC=CC=2)=[C:4]([O:23][CH2:24][CH3:25])[N:3]=1>[Pd].C(O)=O>[NH2:1][C:2]1[N:10]=[C:9]2[C:5]([N:6]=[CH:7][N:8]2[O:11][CH2:12][CH2:13][CH2:14][OH:15])=[C:4]([O:23][CH2:24][CH3:25])[N:3]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

4

反応物 1

HCID 22160550HCID 22160550、化合物

生成物 1

HCID 22160570HCID 22160570、化合物収率 56.1%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 284Formic Acid溶媒

反応条件

温度
20 °C

実験手順

A mixture of 2-amino-9-(3-benzyloxyprop-1-oxy)-6-ethoxypurine (350 mg, 1.02 mmol), 10% palladium on charcoal (350 mg) and 80% formic acid (10 ml) was stirred at 20° C. under an atmosphere of hydrogen for 45 minutes. The catalyst was removed and the solution was evaporated under reduced pressure. The residue was dissolved in water (10 ml) and heated to boiling. Concentrated aqueous ammonia (1 ml) was then added and the solution heated for 15 minutes and then cooled and evaporated under reduced pressure. Recrystallisation of the residue from water afforded the title compound (145 mg, 56%). IR: υmax (KBr) 3376, 3326, 3205, 1649, 1611, 1581, 1509, 1454, 1402 cm-1. 1H NMR: δH [(CD3)2SO] 1.35 (3H, dd, J=6.9, 7.1 Hz, CH2CH2O), 2.50 (2H, quintet, J=6.3, 6.6 Hz, CH2), 3.56 (2H, dt, J=5.2, 6.3 Hz, CH2OH), 4.35 (2H, t, J=6.6 Hz, CH 2 ON), 4.45 (2H, quartet, J=6.9, 7.1 Hz, OCH2CH3), 4.61 (1H, t, J=5.2 Hz, D2O exchangeable, OH), 6.56 (2H, br.s, D2O exchangeable, NH2), 8.09 (1H, s, H-8). Found: C, 47.16; H, 5.92; N, 27.60%. C10H15N5O3 requires: C, 47.41; H, 5.98; N, 27.65%.

後処理

  1. customThe catalyst was removed
  2. customthe solution was evaporated under reduced pressure
  3. dissolutionThe residue was dissolved in water (10 ml)
  4. temperatureheated to boiling
  5. additionConcentrated aqueous ammonia (1 ml) was then added
  6. temperaturethe solution heated for 15 minutes
  7. temperaturecooled
  8. customevaporated under reduced pressure
  9. customRecrystallisation of the residue from water

出典と根拠

ORDレコード
ord-83bd351d74b14c73ac258141d85556d7
出典データセット
uspto-grants-1990_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US04965270

反応ノート

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