Triethylamine → Benzyl 2-[({[2-(diisopropylamino)ethyl]amino}carbonyl)amino]ethylcarbamate

HRID 353639ノート

反応式

HRID 353639 の反応式
Cl.[NH2:2][CH2:3][CH2:4][NH:5][C:6](=[O:15])[O:7][CH2:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.[CH:16]([N:19]([CH:30]([CH3:32])[CH3:31])[CH2:20][CH2:21][NH:22][C:23](N1C=CN=C1)=[O:24])([CH3:18])[CH3:17].C(N(CC)CC)C>ClCCl>[CH:30]([N:19]([CH:16]([CH3:18])[CH3:17])[CH2:20][CH2:21][NH:22][C:23]([NH:2][CH2:3][CH2:4][NH:5][C:6](=[O:15])[O:7][CH2:8][C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=1)=[O:24])([CH3:32])[CH3:31]

参加物

5

反応物 3

HCID 8471TriethylamineHCID 12715871Benzyl N-(2-aminoethyl)carbamate hydrochlorideHCID 21978296N-[2-(diisopropylamino)ethyl]-1H-imidazole-1-carboxamide

生成物 1

HCID 21978301Benzyl 2-[({[2-(diisopropylamino)ethyl]amino}carbonyl)amino]ethylcarbamate収率 109.6%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

A solution of benzyl 2-aminoethylcarbamate hydrochloride (4.33 g, 18.8 mmol), N-[2-(diisopropylamino)ethyl]-1H-imidazole-1-carboxamide (Preparation 19) (3.73 g, 15.64 mmol) and triethylamine (2.62 ml, 18.8 mmol) in dichloromethane (100 ml) was heated under reflux for 14 hours. The solution was allowed to cool to room temperature and then washed with water (20 ml). The aqueous layer was separated and extracted with more dichloromethane (20 ml). The combined organic layers were dried over anhydrous magnesium sulfate and solvent evaporated under reduced pressure to give the title compound as a yellow oil (6.25 g).

後処理

  1. temperatureunder reflux for 14 hours
  2. washwashed with water (20 ml)
  3. customThe aqueous layer was separated
  4. extractionextracted with more dichloromethane (20 ml)
  5. dry with materialThe combined organic layers were dried over anhydrous magnesium sulfate and solvent
  6. customevaporated under reduced pressure

出典と根拠

ORDレコード
ord-fd09094a1e5f459c91921fc8190f3e90
出典データセット
uspto-grants-2004_06
特許番号
US06753322B2

反応ノート

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