7-Aminoquinoline → HCID 57682669, compound

HRID 494241Notes

Reaction equation

[NH2:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][CH:8]=[N:9]2)=[CH:4][CH:3]=1.[CH3:12][C:13]1[C:18]([C:19]2[CH:27]=[CH:26][C:22]([C:23](O)=[O:24])=[CH:21][CH:20]=2)=[CH:17][CH:16]=[C:15]([CH3:28])[N:14]=1>>[CH3:12][C:13]1[C:18]([C:19]2[CH:27]=[CH:26][C:22]([C:23]([NH:1][C:2]3[CH:11]=[C:10]4[C:5]([CH:6]=[CH:7][CH:8]=[N:9]4)=[CH:4][CH:3]=3)=[O:24])=[CH:21][CH:20]=2)=[CH:17][CH:16]=[C:15]([CH3:28])[N:14]=1

Participants

Reactant 2

HCID 113777-Aminoquinoline

HCID 54301655HCID 54301655, compound

Product 1

HCID 57682669HCID 57682669, compound

Procedure

Using the procedure outlined in Example 56, the title compound was prepared as the corresponding hydrochloride salt from 7-aminoquinoline (D55) (25 mg, 0.17 mmol) and 4-(2,6-dimethyl-3-pyridyl)benzoic acid (D56) (21 mg, 0.09 mmol) as a brown solid. 1H NMR (250 MHz, DMSO) δ (ppm): 9.15 (d, 1H), 9.01 (s, 1H), 8.94 (d, 1H), 8.28 (m, 5H), 7.84 (m, 2H), 7.72 (d, 2H), 2.79 (s, 3H), 2.70 (s, 3H).

Sources & evidence

ORD record: ord-f149d6ca5e7c405dad6f3a1773ec38b9
Source dataset: uspto-grants-2009_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07538121B2

Reaction notes

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