Dimethylamine, hydrochloride → HCID 22724191, compound

HRID 2231021Notes

Reaction equation

HRID 2231021 reaction equation
C1(=O)N([O:6][C:7]([CH2:9][CH2:10][C:11]2[C:16](=[O:17])[N:15]([C:18]3[CH:23]=[CH:22][CH:21]=[C:20]([NH:24][C:25]([NH:27][C:28]4[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=4[O:34][CH3:35])=[O:26])[CH:19]=3)[C:14]3[N:36]=[CH:37][CH:38]=[CH:39][C:13]=3[N:12]=2)=O)C(=O)CC1.Cl.[CH3:43][NH:44][CH3:45]>O1CCOCC1.O.C(N(CC)CC)C.C(OCC)(=O)C>[CH3:43][N:44]([CH3:45])[C:7]([CH2:9][CH2:10][C:11]1[C:16](=[O:17])[N:15]([C:18]2[CH:23]=[CH:22][CH:21]=[C:20]([NH:24][C:25]([NH:27][C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=3[O:34][CH3:35])=[O:26])[CH:19]=2)[C:14]2[N:36]=[CH:37][CH:38]=[CH:39][C:13]=2[N:12]=1)=[O:6]

Participants

7

Reactant 2

HCID 10473Dimethylamine, hydrochlorideHCID 22724077HCID 22724077, compound

Product 1

HCID 22724191HCID 22724191, compound

Reagents, catalysts & solvents 4

HCID 962WaterSolventHCID 8471TriethylamineSolventHCID 8857Ethyl AcetateSolventHCID 312751,4-DioxaneSolvent

Procedure

To a solution of 2-[2-succinimidooxycarbonylethyl]-4-[3-[3-(2-methoxyphenyl)ureido]phenyl]-3-oxo-3,4-dihydropyrido[2,3-b]pyrazine (0.28 g) in dioxane was added a solution of dimethylamine hydrochloride (81 mg) in water and triethylamine (101 mg). The mixture was stirred for 18 hours, diluted with ethyl acetate, washed with water. After removal of the solvents, crude residue was crystallized from ethanol to give 2-[2-(N,N-dimethylcarbamoyl)ethyl]-3-oxo-4-[3-[3-(2-methoxyphenyl)ureido]phenyl]-3,4-dihydropyrido[2,3-b]pyrazine.

Workup

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

Sources & evidence

ORD record
ord-362a2fd96dc648debf229d5fc1b9146f
Source dataset
uspto-grants-2002_07
Patent number
US06426345B1

Reaction notes

Loading…