Hydrochloric Acid → HCID 57682701, compound

HRID 494280Notes

Reaction equation

[NH2:1][C:2]1[CH:11]=[C:10]2[C:5]([CH:6]=[CH:7][C:8]([CH3:12])=[N:9]2)=[CH:4][CH:3]=1.[F:13][C:14]1[CH:19]=[CH:18][C:17]([C:20]2[CH:28]=[CH:27][C:23]([C:24](O)=[O:25])=[C:22]([CH3:29])[N:21]=2)=[CH:16][CH:15]=1.Cl>>[F:13][C:14]1[CH:19]=[CH:18][C:17]([C:20]2[CH:28]=[CH:27][C:23]([C:24]([NH:1][C:2]3[CH:11]=[C:10]4[C:5]([CH:6]=[CH:7][C:8]([CH3:12])=[N:9]4)=[CH:4][CH:3]=3)=[O:25])=[C:22]([CH3:29])[N:21]=2)=[CH:16][CH:15]=1

Participants

Reactant 3

HCID 313Hydrochloric Acid2×

HCID 4596552-Methylquinolin-7-amine

HCID 242777906-(4-Fluorophenyl)-2-methylpyridine-3-carboxylic acid

Product 1

HCID 57682701HCID 57682701, compound

Procedure

Using the procedure outlined in Example 56, the title compound was prepared from 7-amino-2-methylquinoline (D66) (20 mg, 0.13 mmol) and 6-(4-fluorophenyl)-2-methylnicotinic acid (D24) (30 mg, 0.13 mmol) then converted to the HCl salt as a beige solid by treatment with ethereal HCl. 1H NMR (400 MHz, DMSO) (HCl salt) δ (ppm): 11.39 (br.s, 1H), 9.04 (s, 1H), 8.96 (d, 1H), 8.30 (d, 1H), 8.23 (dd, 2H), 8.12 (d, 1H), 8.00 (m, 2H), 7.84 (d, 1H), 7.37 (t, 2H), 2.94 (s, 3H), 2.71 (s, 3H)

Sources & evidence

ORD record: ord-191b00f8c99e4a38892eabeea581a90b
Source dataset: uspto-grants-2009_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07538121B2

Reaction notes

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