Dimethylformamide → HCID 22132720, compound

HRID 1857141Notes

Reaction equation

HRID 1857141 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[N:9]=[CH:8][CH:7]=[C:6]2[O:15][C:16]1[CH:21]=[CH:20][C:19]([NH2:22])=[CH:18][CH:17]=1.[CH3:23][N:24]([CH3:34])[C:25]1[CH:33]=[CH:32][C:28](C(O)=O)=[CH:27][CH:26]=1.Cl.C(N=C=NCCCN(C)C)C.CN(C)[CH:49]=[O:50]>>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[N:9]=[CH:8][CH:7]=[C:6]2[O:15][C:16]1[CH:17]=[CH:18][C:19]([NH:22][C:49]([C:33]2[CH:32]=[CH:28][CH:27]=[CH:26][C:25]=2[N:24]([CH3:23])[CH3:34])=[O:50])=[CH:20][CH:21]=1

Participants

5

Reactant 4

HCID 6228DimethylformamideHCID 120924-(Dimethylamino)benzoic acidHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 115945434-[(6,7-Dimethoxyquinolin-4-yl)oxy]aniline

Product 1

HCID 22132720HCID 22132720, compoundYield 10%

Procedure

6,7-Dimethoxy-4-(4-aminophenoxy)quinoline (51 mg) and commercially available 4-(dimethylamino)benzoic acid (44 mg) were dissolved in N,N-dimethylformamide (2 ml), 1-ethyl-3-(3'-dimethylaminopropyl)carbodiimide hydrochloride (83 mg) was added, and the admixture was stirred at room temperature for 16 hours. The reaction mixture was then purified in the same manner as described in Example 51 to obtain 7 mg of the title compound (yield: 10%).

Workup

  1. customThe reaction mixture was then purified in the same manner

Sources & evidence

ORD record
ord-1e70c2e1cf304a169516740731b6e084
Source dataset
uspto-grants-2000_11
Patent number
US06143764

Reaction notes

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