7-Aminoquinoline → HCID 16007091, compound

HRID 494234Notes

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.[C:12]1([C:18]2[CH:26]=[CH:25][C:21]([C:22](O)=[O:23])=[CH:20][N:19]=2)[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1>>[C:12]1([C:18]2[CH:26]=[CH:25][C:21]([C:22]([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:23])=[CH:20][N:19]=2)[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1

Participants

Reactant 2

HCID 113777-Aminoquinoline

HCID 1201186-Phenylnicotinic acid

Product 1

HCID 16007091HCID 16007091, compound

Procedure

Using the procedure outlined in Example 56, the title compound was prepared from 7-aminoquinoline (D55) (100 mg, 0.69 mmol) and 6-phenylnicotinic acid (D48) (198 mg, 1 mmol) as a solid. 1H NMR (400 MHz, CDCl3) δ (ppm): 9.23 (d, 1H), 8.92 (dd, 1H), 8.33 (dd, 1H), 8.23 (s, 1H), 8.15, (d, 1H), 8.14 (s, 1H), 8.08 (m, 3H), 7.90 (d, 1H), 7.87 (d, 1H), 7.50 (m, 3H), 7.38 (dd, 1H).

Sources & evidence

ORD record: ord-2caf36983e514d2bb8ee5eb9d7c8f16b
Source dataset: uspto-grants-2009_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07538121B2

Reaction notes

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