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Cyclohexene → 1-propyl-8-(1H-pyrazol-4-yl)-1,7-dihydro-purin-6-one

HRID 535984
ノート
印刷プレビュー

反応式

HRID 535984 の反応式
C([N:8]1[CH:12]=[C:11]([C:13]2[N:21](COCC[Si](C)(C)C)[C:20]3[C:19](=[O:30])[N:18]([CH2:31][CH2:32][CH3:33])[C:17](Cl)=[N:16][C:15]=3[N:14]=2)[CH:10]=[N:9]1)C1C=CC=CC=1.C1CCCCC=1>C(O)C.[OH-].[OH-].[Pd+2]>[CH2:31]([N:18]1[C:19](=[O:30])[C:20]2[NH:21][C:13]([C:11]3[CH:12]=[N:8][NH:9][CH:10]=3)=[N:14][C:15]=2[N:16]=[CH:17]1)[CH2:32][CH3:33]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 2

HCID 8079CyclohexeneHCID 671348358-(1-Benzyl-1H-pyrazol-4-yl)-2-chloro-1-propyl-7-(2-trimethylsilanyl-ethoxymethyl)-1,7-dihydro-purin-6-one

生成物 1

HCID 469129841-propyl-8-(1H-pyrazol-4-yl)-1,7-dihydro-purin-6-one収率 36.7%

試薬・触媒・溶媒 2

HCID 9942167Palladium hydroxide触媒HCID 702Ethanol溶媒

実験手順

A mixture of 8-(1-Benzyl-1H-pyrazol-4-yl)-2-chloro-1-propyl-7-(2-trimethylsilanyl-ethoxymethyl)-1,7-dihydro-purin-6-one (0.1 g, 0.201 mmol), Pd(OH)2 (20%) (0.2 g), in ethanol (4 ml) and cyclohexene were stirred under nitrogen balloon for 25 hrs. Reaction mixture was filtered through celite bed washed with methanol (20 ml). The filtrate was concentrated under vacuum and the crude product was purified by column chromatography using silica gel (100-200 mesh) and 5 to 6% methanol in DCM as an eluent to obtain 1-propyl-8-(1H-pyrazol-4-yl)-1,7-dihydro-purin-6-one (0.018 g, 24%) as white solid.

後処理

  1. customReaction mixture
  2. filtrationwas filtered through celite bed
  3. washwashed with methanol (20 ml)
  4. concentrationThe filtrate was concentrated under vacuum
  5. customthe crude product was purified by column chromatography

出典と根拠

ORDレコード
ord-cedef7cf57ad4cce9df80733256a8845
出典データセット
uspto-grants-2014_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US08859566B2

反応ノート

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