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1-Hydroxybenzotriazole → 2-(2,5-Dioxoimidazolidin-4-yl)-N-[2-(4'-fluoro-1,1'-biphenyl-4-yl)propyl]-acetamide

HRID 1444545
ノート
印刷プレビュー

反応式

HRID 1444545 の反応式
[NH:1]1[CH:7]([CH2:8][C:9]([OH:11])=O)[C:5](=[O:6])[NH:4][C:2]1=[O:3].C1C=CC2N(O)N=NC=2C=1.[F:22][C:23]1[CH:28]=[CH:27][C:26]([C:29]2[CH:34]=[CH:33][C:32]([CH:35]([CH3:38])[CH2:36][NH2:37])=[CH:31][CH:30]=2)=[CH:25][CH:24]=1>CN1C(=O)CCC1>[O:3]=[C:2]1[NH:1][CH:7]([CH2:8][C:9]([NH:37][CH2:36][CH:35]([C:32]2[CH:33]=[CH:34][C:29]([C:26]3[CH:25]=[CH:24][C:23]([F:22])=[CH:28][CH:27]=3)=[CH:30][CH:31]=2)[CH3:38])=[O:11])[C:5](=[O:6])[NH:4]1
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 3

HCID 757711-HydroxybenzotriazoleHCID 954922,5-Dioxo-1,3-diazolidin-4-ylacetic acidHCID 203025312-(4'-Fluoro-biphenyl-4-yl)-propylamine

生成物 1

HCID 100219942-(2,5-Dioxoimidazolidin-4-yl)-N-[2-(4'-fluoro-1,1'-biphenyl-4-yl)propyl]-acetamide

試薬・触媒・溶媒 1

HCID 13387N-methyl-2-pyrrolidone溶媒3 回

実験手順

600 μL of a 0.15M solution in NMP of 5-hydantoin acetic acid was mixed with 98 mg of polystyrene-bound carbodiimide resin (loading 1.28 mmol/g). 340 μL of a 0.3M solution of HOBT in NMP was added to the mixture and vortexed for 10 minutes before 200 μL of a 0.3M solution in NMP of 2-(4′-fluoro-biphenyl-4-yl)-propylamine was added. The reaction mixture was vortexed overnight at room temperature in a sealed vessel. Resin was removed by filtration and the solution was evaporated to dryness. The product was purified on semi prep-HPLC C18-column (H2O:CH3CN, 0.1% TFA buffer, gradient 10% to 95% CH3CN, 10 min).

後処理

  1. additionwas added
  2. customResin was removed by filtration
  3. customthe solution was evaporated to dryness
  4. customThe product was purified on semi prep-HPLC C18-column (H2O:CH3CN, 0.1% TFA buffer, gradient 10% to 95% CH3CN, 10 min)

出典と根拠

ORDレコード
ord-bf5292fd7a6e460e9c5373550c1f9987
出典データセット
uspto-grants-2010_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07662845B2

反応ノート

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