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Phenylmethyl 4-{4-[6-amino-2-(butylamino)-8-(methyloxy)-9H-purin-9-yl]butyl}-1-piperidinecarboxylate → N2-Butyl-8-(methyloxy)-9-[4-(4-piperidinyl)butyl]-9H-purine-2,6-diamine

HRID 2403864
ノート
印刷プレビュー

反応式

HRID 2403864 の反応式
[NH2:1][C:2]1[N:10]=[C:9]([NH:11][CH2:12][CH2:13][CH2:14][CH3:15])[N:8]=[C:7]2[C:3]=1[N:4]=[C:5]([O:36][CH3:37])[N:6]2[CH2:16][CH2:17][CH2:18][CH2:19][CH:20]1[CH2:25][CH2:24][N:23](C(OCC2C=CC=CC=2)=O)[CH2:22][CH2:21]1>[Pd].C(O)C>[CH2:12]([NH:11][C:9]1[N:8]=[C:7]2[C:3]([N:4]=[C:5]([O:36][CH3:37])[N:6]2[CH2:16][CH2:17][CH2:18][CH2:19][CH:20]2[CH2:21][CH2:22][NH:23][CH2:24][CH2:25]2)=[C:2]([NH2:1])[N:10]=1)[CH2:13][CH2:14][CH3:15]
参加物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 58306197Phenylmethyl 4-{4-[6-amino-2-(butylamino)-8-(methyloxy)-9H-purin-9-yl]butyl}-1-piperidinecarboxylate

生成物 1

HCID 58306194N2-Butyl-8-(methyloxy)-9-[4-(4-piperidinyl)butyl]-9H-purine-2,6-diamine収率 57.3%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 702Ethanol溶媒

実験手順

A solution of phenylmethyl 4-{4-[6-amino-2-(butylamino)-8-(methyloxy)-9H-purin-9-yl]butyl}-1-piperidinecarboxylate ammoniate (372 mg, 0.730 mmol) and 10% palladium on carbon (155 mg, 0.146 mmol) in ethanol (5 ml) was hydrogenated at atmospheric pressure and room temperature for 18 hours. The catalyst was filtered through Celite and the filtrate concentrated in vacuo. The residue was dissolved in 1:1 MeOH:DMSO (3 ml) and purified by Mass Directed AutoPrep (Method A). The solvent was dried under a stream of nitrogen in the Radleys blowdown apparatus to give the title compound as a white gum (157 mg).

後処理

  1. filtrationThe catalyst was filtered through Celite
  2. concentrationthe filtrate concentrated in vacuo
  3. dissolutionThe residue was dissolved in 1:1 MeOH
  4. customDMSO (3 ml) and purified by Mass Directed AutoPrep (Method A)
  5. customThe solvent was dried under a stream of nitrogen in the Radleys blowdown apparatus

出典と根拠

ORDレコード
ord-d2acfa85e3354a75aab9d606f2873448
出典データセット
uspto-grants-2014_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08802684B2

反応ノート

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