Thiophene-3-carboxylic acid → HCID 22132664, compound

HRID 1857139Notes

Reaction equation

HRID 1857139 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.[S:23]1[CH:27]=[CH:26][C:25]([C:28](O)=[O:29])=[CH:24]1.Cl.C(N=C=NCCCN(C)C)C>CN(C)C=O>[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:28]([C:25]2[CH:26]=[CH:27][S:23][CH:24]=2)=[O:29])=[CH:20][CH:21]=1

Participants

5

Reactant 3

HCID 6918Thiophene-3-carboxylic acidHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 115945434-[(6,7-Dimethoxyquinolin-4-yl)oxy]aniline

Product 1

HCID 22132664HCID 22132664, compoundYield 55.4%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

6,7-Dimethoxy-4-(4-aminophenoxy)quinoline (54 mg) and commercially available 3-thiophenecarboxylic acid (44 mg) were dissolved in N,N-dimethylformamide (2 ml), 1-ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride (82 mg) was added, and the admixture was stirred at room temperature for 31 hours. The reaction mixture was then purified in the same manner as described in Example 51 to obtain 41 mg of the title compound (yield: 55%).

Workup

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

Sources & evidence

ORD record
ord-4d88b4bf578649979533ce15ca10eb4b
Source dataset
uspto-grants-2000_11
Patent number
US06143764

Reaction notes

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