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1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 59559661、化合物

HRID 1177982
ノート
印刷プレビュー

反応式

HRID 1177982 の反応式
CCN(C(C)C)C(C)C.[C:10]([O:14][C:15]([NH:17][C:18]1[CH:26]=[CH:25][CH:24]=[CH:23][C:19]=1[C:20]([OH:22])=O)=[O:16])([CH3:13])([CH3:12])[CH3:11].C1C=CC2N(O)N=NC=2C=1.CCN=C=NCCCN(C)C.[O:48]=[C:49]([N:66]1[CH2:71][CH2:70][NH:69][CH2:68][CH2:67]1)[CH2:50][NH:51][C:52]([C:54]1[CH:59]=[CH:58][C:57]([C:60]2[CH:65]=[CH:64][CH:63]=[CH:62][CH:61]=2)=[CH:56][CH:55]=1)=[O:53]>CN(C=O)C.O>[C:10]([O:14][C:15](=[O:16])[NH:17][C:18]1[CH:26]=[CH:25][CH:24]=[CH:23][C:19]=1[C:20]([N:69]1[CH2:68][CH2:67][N:66]([C:49](=[O:48])[CH2:50][NH:51][C:52]([C:54]2[CH:59]=[CH:58][C:57]([C:60]3[CH:65]=[CH:64][CH:63]=[CH:62][CH:61]=3)=[CH:56][CH:55]=2)=[O:53])[CH2:71][CH2:70]1)=[O:22])([CH3:11])([CH3:12])[CH3:13]
参加物実験手順後処理出典と根拠反応ノート

参加物

8

反応物 5

HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 757711-HydroxybenzotriazoleHCID 81531DiisopropylethylamineHCID 4087778Boc-2-Abz-OHHCID 57855677Biphenyl-4-carboxylicacid (2-oxo-2-piperazin-1-yl-ethyl)-amide

生成物 1

HCID 59559661HCID 59559661、化合物収率 50.3%

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6228Dimethylformamide溶媒

実験手順

DIPEA (194.78 mg, 0.26 mL, 0.15 mmol) was added to a stirred solution of 2-tert-butoxycarbonylamino-benzoic acid (79.47 mg, 0.33 mmol) in DMF (3 mL). HOBT (49.7 mg, 0.36 mmol) and EDCI (160.5 mg, 0.83 mmol) were then added at room temperature. After 2 minutes, Biphenyl-4-carboxylic acid (2-oxo-2-piperazin-1-yl-ethyl)-amide (130 mg, 0.4 mmol) was added and the resulting mixture was stirred at room temperature overnight. Cold water was then added and the product was extracted with EtOAc and the organic layer was washed with brine. The organic phase was dried over Na2SO4 and concentrated under reduced pressure to get the residue. The obtained residue was purified by column chromatography (using silicagel of 60-120 mesh and 60% EtOAc in Hexane as eluent) to afford 90 mg (49.5% yield) [2-(4-{2-[(Biphenyl-4-carbonyl)-amino]-acetyl}-piperazine-1-carbonyl)-phenyl]-carbamic acid tert-butyl ester

後処理

  1. extractionthe product was extracted with EtOAc
  2. washthe organic layer was washed with brine
  3. dry with materialThe organic phase was dried over Na2SO4
  4. concentrationconcentrated under reduced pressure
  5. customto get the residue
  6. customThe obtained residue was purified by column chromatography (using silicagel of 60-120 mesh and 60% EtOAc in Hexane as eluent)

出典と根拠

ORDレコード
ord-d28eeb54223e4d1481a2e814c2ea41b6
出典データセット
uspto-grants-2010_11
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07842696B2

反応ノート

読み込み中…

このページの内容参加物実験手順後処理出典と根拠反応ノート