7-Aminoquinoline → 4-bromo-3-methoxy-N-quinolin-7-ylbenzamide

HRID 494191Notes

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

Participants

Reactant 2

HCID 113777-Aminoquinoline

HCID 162158674-Bromo-3-methoxybenzoic acid

Product 1

HCID 690426704-bromo-3-methoxy-N-quinolin-7-ylbenzamide

Procedure

Using the procedure outlined in Example 56, the title compound was prepared from 7-aminoquinoline (D55) (36 mg, 0.25 mmol) and 4-bromo-3-methoxybenzoic acid (69 mg, 0.3 mmol) as a white solid (84 mg). MS(ES): MH+ 357/359, M-H+ 355/357.

Sources & evidence

ORD record: ord-68992ddd3e1e4211a90c95297ead02de
Source dataset: uspto-grants-2009_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07538121B2

Reaction notes

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