6-Methylnicotinic acid → HCID 59631432, compound

HRID 1431683Notes

Reaction equation

HRID 1431683 reaction equation
[F:1][C:2]1[CH:11]=[C:10]([F:12])[CH:9]=[C:8]2[C:3]=1[C:4]([NH:20][C:21]1[CH:22]=[N:23][CH:24]=[C:25]([N:27]3[CH2:32][CH2:31][O:30][CH2:29][CH2:28]3)[CH:26]=1)=[C:5]([CH3:19])[C:6]([N:13]1[CH2:18][CH2:17][NH:16][CH2:15][CH2:14]1)=[N:7]2.[CH3:33][C:34]1[CH:42]=[CH:41][C:37]([C:38](O)=[O:39])=[CH:36][N:35]=1>>[F:1][C:2]1[CH:11]=[C:10]([F:12])[CH:9]=[C:8]2[C:3]=1[C:4]([NH:20][C:21]1[CH:22]=[N:23][CH:24]=[C:25]([N:27]3[CH2:32][CH2:31][O:30][CH2:29][CH2:28]3)[CH:26]=1)=[C:5]([CH3:19])[C:6]([N:13]1[CH2:14][CH2:15][N:16]([C:38]([C:37]3[CH:36]=[N:35][C:34]([CH3:33])=[CH:42][CH:41]=3)=[O:39])[CH2:17][CH2:18]1)=[N:7]2

Participants

3

Reactant 2

HCID 1378606-Methylnicotinic acidHCID 596310285,7-difluoro-3-methyl-N-(5-morpholinopyridin-3-yl)-2-(piperazin-1-yl)quinolin-4-amine

Product 1

HCID 59631432HCID 59631432, compound

Procedure

Prepared according to Procedure Q using 5,7-difluoro-3-methyl-N-(5-morpholinopyridin-3-yl)-2-(piperazin-1-yl)quinolin-4-amine (40.0 mg, 0.09 mmol) and 6-methylnicotinic acid to give (4-(5,7-difluoro-3-methyl-4-(5-morpholinopyridin-3-ylamino)quinolin-2-yl)piperazin-1-yl)(6-methylpyridin-3-yl)methanone. 1H NMR (DMSO-d6) δ ppm 2.09 (br s, 3H), 2.50-2.52 (m, 4H), 3.03-3.05 (m, 4H), 3.33-3.40 (m, 3H), 3.55 (br s, 2H), 3.67-3.69 (m, 4H), 3.82 (br s, 2H), 6.49 (s, 1H), 7.14-7.20 (m, 1H), 7.30-7.26 (m, 1H), 7.35-7.37 (m, 1H), 7.51 (d, J=2.4 Hz, 1H), 7.78 (br s, 2H), 8.37 (s, 1H), 8.54 (d, J=2.4 Hz, 1H). Mass Spectrum (ESI) m/e=560.4 (M+1).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-8f3e700005f0445fb95303c857c20654
Source dataset
uspto-grants-2015_01
Patent number
US08940724B2

Reaction notes

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