1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide → HCID 22724129, compound

HRID 2086851Notes

Reaction equation

HRID 2086851 reaction equation
[C:1]([CH2:4][CH2:5][C:6]1[C:11](=[O:12])[N:10]([C:13]2[CH:18]=[CH:17][CH:16]=[C:15]([NH:19][C:20]([NH:22][C:23]3[CH:28]=[CH:27][CH:26]=[CH:25][C:24]=3[O:29][CH3:30])=[O:21])[CH:14]=2)[C:9]2[N:31]=[CH:32][CH:33]=[CH:34][C:8]=2[N:7]=1)([OH:3])=O.ON1C2C=CC=CC=2N=N1.C(N=C=NCCCN(C)C)C.[CH3:56][N:57]1[CH2:62][CH2:61][NH:60][CH2:59][CH2:58]1>O1CCOCC1.C(OCC)(=O)C>[CH3:30][O:29][C:24]1[CH:25]=[CH:26][CH:27]=[CH:28][C:23]=1[NH:22][C:20](=[O:21])[NH:19][C:15]1[CH:14]=[C:13]([N:10]2[C:11](=[O:12])[C:6]([CH2:5][CH2:4][C:1]([N:60]3[CH2:61][CH2:62][N:57]([CH3:56])[CH2:58][CH2:59]3)=[O:3])=[N:7][C:8]3[CH:34]=[CH:33][CH:32]=[N:31][C:9]2=3)[CH:18]=[CH:17][CH:16]=1

Participants

7

Reactant 4

HCID 159081-Ethyl-3-(3'-dimethylaminopropyl)carbodiimideHCID 531671-MethylpiperazineHCID 757711-HydroxybenzotriazoleHCID 22724153HCID 22724153, compound

Product 1

HCID 22724129HCID 22724129, compound

Reagents, catalysts & solvents 2

HCID 8857Ethyl AcetateSolventHCID 312751,4-DioxaneSolvent

Procedure

To a stirred suspension of 2-(2-carboxyethyl)-3-oxo-4-(3-[3-(2-methoxyphenyl)ureido]phenyl]-3,4-dihydropyrido[2,3-b]pyrazine (115 mg) and 1-hydroxybenzotriazole (40 mg) in dry dioxane (10 ml) was added 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide (47 mg) and N-methylpiperazine (30 mg). The mixture was stirred at room temperature for 4 hours, diluted with ethyl acetate, washed with water. After evaporation of the solvents, crude residue was crystallized from ethanol to give 4-[3-[3-(2-methoxyphenyl)ureido]phenyl]-2-[2-(4-methylpiperazin-1-yl)carbonylethyl]-3-oxo-3,4-dihydropyrido[2,3-b]pyrazine.

Workup

  1. washwashed with water
  2. customAfter evaporation of the solvents, crude residue
  3. customwas crystallized from ethanol

Sources & evidence

ORD record
ord-8ce493fed436423a88615970db83b0f7
Source dataset
uspto-grants-2004_04
Patent number
US06727245B2

Reaction notes

Loading…