Water → Ethyl beta-[[2-[[(3-nitrophenyl)carbonyl]amino]acetyl]amino]pyridine-3-propanoate

HRID 378130ノート

反応式

HRID 378130 の反応式
[N+:1]([C:4]1[CH:16]=[CH:15][C:7](C(=O)NCC(O)=O)=[CH:6][CH:5]=1)([O-:3])=[O:2].Cl.Cl.[NH2:19][CH:20]([C:27]1[CH:28]=[N:29][CH:30]=[CH:31][CH:32]=1)[CH2:21][C:22]([O:24][CH2:25][CH3:26])=[O:23].[C:33]([O-:36])([O-])=O.[K+].[K+].O.[CH3:40][N:41]([CH:43]=[O:44])C>CN(C1C=CN=CC=1)C.C([O-])(O)=O.[Na+]>[N+:1]([C:4]1[CH:5]=[C:6]([C:43]([NH:41][CH2:40][C:33]([NH:19][CH:20]([C:27]2[CH:28]=[N:29][CH:30]=[CH:31][CH:32]=2)[CH2:21][C:22]([O:24][CH2:25][CH3:26])=[O:23])=[O:36])=[O:44])[CH:7]=[CH:15][CH:16]=1)([O-:3])=[O:2]

参加物

8

反応物 5

HCID 962WaterHCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 175494-Nitrohippuric acidHCID 22608516Ethyl 3-amino-3-(pyridin-3-yl)propanoate dihydrochloride

生成物 1

HCID 22608595Ethyl beta-[[2-[[(3-nitrophenyl)carbonyl]amino]acetyl]amino]pyridine-3-propanoate

試薬・触媒・溶媒 2

HCID 142844-(Dimethylamino)pyridine触媒HCID 516892Sodium Bicarbonate溶媒

実験手順

A solution of p-nitrohippuric acid (5.6 g) in DMF (25 ml) was treated with DSC (9.6 g) and a catalytic amount of DMAP. After 5 hours, a solution of ethyl 3-amino-3-(3-pyridyl)propanoate 2HCl (8 g) and K2CO3 (2 g) in saturated aqueous NaHCO3 (25 ml) was added. The reaction mixture was stirred overnight at room temperature. H2O (25 ml) was added and the mixture was filtered. The resulting solid was washed with H2O (25 ml), slurried with CH3CN (25 ml) and filtered. Ethyl β-[[2-[[[3-nitrophenyl)carbonyl]amino]acetyl]amino]pyridine-3-propanoate (6.5 g) was obtained as a white solid. MS was consistent with the desired product.

後処理

  1. filtrationthe mixture was filtered
  2. washThe resulting solid was washed with H2O (25 ml)
  3. filtrationfiltered

出典と根拠

ORDレコード
ord-0e0771c53c214db587efd5f6a1196709
出典データセット
uspto-grants-2000_02
特許番号
US06028223

反応ノート

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