Diisopropylethylamine → (2-(Pyrid-4-yl)-1h-benzimidazole-4-carbonyl)-(l)-leucine methyl ester

HRID 278031

反応式

HRID 278031 の反応式
[N:1]1[CH:6]=[CH:5][C:4]([C:7]2[NH:11][C:10]3[CH:12]=[CH:13][CH:14]=[C:15]([C:16]([OH:18])=O)[C:9]=3[N:8]=2)=[CH:3][CH:2]=1.[B-](F)(F)(F)F.C[CH2:25][O:26][C:27]([C:29]([C:39]#N)=[N:30]OC(N(C)C)=[N+](C)C)=[O:28].[CH:41](N(C(C)C)CC)([CH3:43])[CH3:42]>CN(C=O)C>[CH3:25][O:26][C:27](=[O:28])[C@H:29]([CH2:39][CH:41]([CH3:43])[CH3:42])[NH:30][C:16]([C:15]1[C:9]2[N:8]=[C:7]([C:4]3[CH:3]=[CH:2][N:1]=[CH:6][CH:5]=3)[NH:11][C:10]=2[CH:12]=[CH:13][CH:14]=1)=[O:18]

参加物

5

反応物 3

HCID 81531DiisopropylethylamineHCID 2733286O-[(Ethoxycarbonyl)cyanomethylenamino]-N,N,N',N'-tetramethyluronium tetrafluoroborateHCID 112071702-Pyridin-4-yl-3H-benzoimidazole-4-carboxylic acid

生成物 1

HCID 15480893(2-(Pyrid-4-yl)-1h-benzimidazole-4-carbonyl)-(l)-leucine methyl ester

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

120 mg (0.5 mmol) of 2-(pyrid-4-yl)-1H-benzimidazole-4-carboxylic acid (1d) and 84 mg (0.5 mmol) of H-(L)-leucine methyl ester were dissolved in 5 ml of DMF. 164 mg (0.5 mmol) of TOTU and 0.086 ml of diisopropylethylamine were added and the mixture was stirred at RT for 3 h. The precipitate was filtered off and the filtrate was concentrated. The residue was dissolved in ethyl acetate, the solution was washed with water, and the organic phase was dried using anhydrous sodium sulfate and concentrated. Yield: 180 mg (98%).

後処理

  1. filtrationThe precipitate was filtered off
  2. concentrationthe filtrate was concentrated
  3. dissolutionThe residue was dissolved in ethyl acetate
  4. washthe solution was washed with water
  5. customthe organic phase was dried
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-184fe2b0b5f24a8d8c53a2db5518b886
出典データセット
uspto-grants-2002_03
特許番号
US06358978B1

関連ノート

読み込み中…