Ethyl 3-aminopent-4-enoate → HCID 70061894, compound

HRID 2255298Notes

Reaction equation

HRID 2255298 reaction equation
Cl.[NH2:2][N:3]=[CH:4][C:5]1[CH:10]=[CH:9][C:8]([NH:11][C:12](=[O:18])[CH2:13][CH2:14][C:15]([OH:17])=O)=[C:7]([CH2:19][CH3:20])[CH:6]=1.Cl.NN=CC1C=CC(NC(=O)CCC(O)=O)=CC=1.[NH2:39][CH:40]([CH:47]=[CH2:48])[CH2:41][C:42]([O:44][CH2:45][CH3:46])=[O:43]>>[NH2:2][N:3]=[CH:4][C:5]1[CH:10]=[CH:9][C:8]([NH:11][C:12](=[O:18])[CH2:13][CH2:14][C:15]([NH:39][CH:40]([CH:47]=[CH2:48])[CH2:41][C:42]([O:44][CH2:45][CH3:46])=[O:43])=[O:17])=[C:7]([CH2:19][CH3:20])[CH:6]=1

Participants

4

Reactant 3

HCID 10057602Ethyl 3-aminopent-4-enoateHCID 699519434-[(4-(Aminoiminomethyl)phenyl)amino]-4-oxobutanoic acid hydrochlorideHCID 70062959HCID 70062959, compound

Product 1

HCID 70061894HCID 70061894, compound

Procedure

The title compound was prepared in the manner of Example 1 substituting 4-[[4-(aminoiminomethyl)-2-ethylphenyl]amino]-4-oxobutanoic acid hydrochloride for 4-[[4-(aminoiminomethyl)phenyl]amino]-4-oxobutanoic acid hydrochloride and using ethyl 3-amino-4-pentenoate. The product was purified by reverse phase HPLC using the conditions of Example 1 to afford the title compound. The product was verified by 13C NMR (CD3OD) δ 12.8, 13.1, 23.7, 30.5, 31.3, 38.9, 48.4, 60.4, 114.5, 124.6, 125.2, 125.6, 128.1, 136.8, 138.0, 140.9, 166.8, 171.0, 171.1, 172.5; Chemical Ionization Mass Spectrometry (MH+)=389.

Workup

  1. customThe product was purified by reverse phase HPLC

Sources & evidence

ORD record
ord-4a6dece34e324fddbb0d3c498984da5f
Source dataset
uspto-grants-1993_08
Patent number
US05239113

Reaction notes

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