Cyclopentanecarboxylic acid → HCID 22132634, compound

HRID 1857153Notes

Reaction equation

HRID 1857153 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.[CH:23]1([C:28](O)=[O:29])[CH2:27][CH2:26][CH2:25][CH2:24]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]([CH:23]2[CH2:27][CH2:26][CH2:25][CH2:24]2)=[O:29])=[CH:20][CH:21]=1

Participants

5

Reactant 3

HCID 18840Cyclopentanecarboxylic acidHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 115945434-[(6,7-Dimethoxyquinolin-4-yl)oxy]aniline

Product 1

HCID 22132634HCID 22132634, compoundYield 50%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

6,7-Dimethoxy-4-(4-aminophenoxy)quinoline (53 mg) and commercially available cyclopentanecarboxylic acid (66 mg) were dissolved in N,N-dimethylformamide (2 ml), 1-ethyl-3-(3'-dimethylaminopropyl)carbodiimide hydrochloride (110 mg) was added, and the admixture was stirred at room temperature for 17 hours. The reaction mixture was purified in the same manner as described in Example 51 to obtain 35 mg of the title compound (yield: 50%).

Workup

  1. customThe reaction mixture was purified in the same manner

Sources & evidence

ORD record
ord-61bdd136e8e2420fb406b44c9272caa5
Source dataset
uspto-grants-2000_11
Patent number
US06143764

Reaction notes

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