Hydrochloric Acid → HCID 54239092, compound

HRID 1422220Notes

Reaction equation

HRID 1422220 reaction equation
Cl.[NH2:2][CH2:3][C:4]1[CH:13]=[C:12]([Br:14])[CH:11]=[C:10]2[C:5]=1[NH:6][C:7](=[O:16])[C:8](=[O:15])[NH:9]2.[CH2:17]([O:19][C:20](=[O:26])/[CH:21]=[CH:22]/[C:23](O)=[O:24])[CH3:18].Cl.CN(C)CCCN=C=NCC.ON1C2C=CC=CC=2N=N1.Cl>CN(C)C=O.O.C(N(CC)CC)C>[CH2:17]([O:19][C:20](=[O:26])[CH:21]=[CH:22][C:23](=[O:24])[NH:2][CH2:3][C:4]1[CH:13]=[C:12]([Br:14])[CH:11]=[C:10]2[C:5]=1[NH:6][C:7](=[O:16])[C:8](=[O:15])[NH:9]2)[CH3:18]

Participants

9

Reactant 5

HCID 313Hydrochloric AcidHCID 757711-HydroxybenzotriazoleHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 5358902Monoethyl fumarateHCID 18706500HCID 18706500, compound

Product 1

HCID 54239092HCID 54239092, compound

Reagents, catalysts & solvents 3

HCID 962WaterSolventHCID 6228DimethylformamideSolventHCID 8471TriethylamineSolvent

Procedure

351 mg (1 mmol) of 5-aminomethyl-7-bromo-2,3-dioxo-1,2,3,4-tetrahydroquinoxaline hydrochloride, (Example 2) 217 mg (1.5 equiv.) of fumaric acid monoethyl ester, 0.210 ml of triethylamine, 383 mg (2 equiv.) of N-(3-dimethylaminopropyl)-N'-ethyl-carbodiimide hydrochloride and 270 mg (2 equiv.) of 1-hydroxy-benzotriazole are stirred at 20° C. in dried dimethylformamide for 18 hours. The mixture is poured into 700 ml of water and 3 ml of 1 N hydrochloric acid and stirred for 15 minutes. The solid is filtered off, washed with water and dried.

Workup

  1. filtrationThe solid is filtered off
  2. washwashed with water
  3. customdried

Sources & evidence

ORD record
ord-9c3287a3d9f44c2989b7becbb0df39e3
Source dataset
uspto-grants-2000_06
Patent number
US06080743

Reaction notes

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