Dicyclohexylcarbodiimide → 2-(1,3-dimethyl-2,6-dioxo-2,3-dihydro-1H-purin-7(6H)-yl)-N-(4,4,4-trifluorobutyl)acetamide

HRID 929435

反応式

HRID 929435 の反応式
[N:1]1([C:12](=[O:13])[C:11]2[N:10]([CH2:14][C:15]([OH:17])=O)[CH:9]=[N:8][C:7]=2[N:5]([CH3:6])[C:3]1=[O:4])[CH3:2].[F:18][C:19]([F:25])([F:24])[CH2:20][CH2:21][CH2:22][NH2:23].C1(N=C=NC2CCCCC2)CCCCC1>CS(C)=O>[CH3:2][N:1]1[C:12](=[O:13])[C:11]2[N:10]([CH2:14][C:15]([NH:23][CH2:22][CH2:21][CH2:20][C:19]([F:25])([F:24])[F:18])=[O:17])[CH:9]=[N:8][C:7]=2[N:5]([CH3:6])[C:3]1=[O:4]

参加物

5

反応物 3

HCID 10868DicyclohexylcarbodiimideHCID 69550AcefyllineHCID 1366454,4,4-Trifluorobutylamine

生成物 1

HCID 569630652-(1,3-dimethyl-2,6-dioxo-2,3-dihydro-1H-purin-7(6H)-yl)-N-(4,4,4-trifluorobutyl)acetamide

試薬・触媒・溶媒 1

HCID 679Dimethyl Sulfoxide溶媒

実験手順

1 mmol from theophylline-7-acetic acid (238 mg) and 4,4,4-trifluorobutan-1-amine (127 mg) was dissolved in 3 ml of DMSO. An equimolar amount of N,N′-dicyclohexylcarbodiimide (206 mg) was added and the solution was stirred for 48 h at ambient temperature. The solvent was filtered and concentrated under high vacuum. The oily residue, dissolved in minimal amount of ethyl acetate was subjected to flash chromatography. The following eluents were used: ethyl acetate:petroleum ether (2:1), ethyl acetate and ethyl acetate:methanol (9:1). The fractions containing the new spot (Rf=0.07, TLC, ethyl acetate) were collected and evaporated. The white powder was recrystallized from ethyl acetate/petroleum ether.

後処理

  1. filtrationThe solvent was filtered
  2. concentrationconcentrated under high vacuum
  3. dissolutionThe oily residue, dissolved in minimal amount of ethyl acetate
  4. additionThe fractions containing the new spot (Rf=0.07, TLC, ethyl acetate)
  5. customwere collected
  6. customevaporated
  7. customThe white powder was recrystallized from ethyl acetate/petroleum ether

出典と根拠

ORDレコード
ord-d8e0ff2ab4ef43bfb4ba66883ac6dc5e
出典データセット
uspto-grants-2016_03
特許番号
US09296691B2

関連ノート

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