4-Pyrimidinecarboxylic acid → HCID 59631122, compound

HRID 1431685Notes

Reaction equation

HRID 1431685 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.[N:33]1[CH:38]=[CH:37][C:36]([C:39](O)=[O:40])=[N:35][CH:34]=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:39]([C:36]3[CH:37]=[CH:38][N:33]=[CH:34][N:35]=3)=[O:40])[CH2:17][CH2:18]1)=[N:7]2

Participants

3

Reactant 2

HCID 1693064-Pyrimidinecarboxylic acidHCID 596310285,7-difluoro-3-methyl-N-(5-morpholinopyridin-3-yl)-2-(piperazin-1-yl)quinolin-4-amine

Product 1

HCID 59631122HCID 59631122, 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 pyrimidine-4-carboxylic acid to give (4-(5,7-difluoro-3-methyl-4-(5-morpholinopyridin-3-ylamino)quinolin-2-yl)piperazin-1-yl)(pyrimidin-4-yl)methanone. 1H NMR (DMSO-d6) δ ppm 2.10 (br s, 3H), 3.05 (t, J=4.4 Hz, 4H), 3.30-3.35 (m, 2H), 3.36-3.40 (m, 2H), 3.53-3.56 (m, 2H), 3.67-3.69 (m, 4H), 3.84-3.86 (m, 2H), 6.51 (s, 1H), 7.14-7.19 (m, 1H), 7.28-7.31 (m, 1H), 7.51 (s, 1H), 7.74 (d, J=5.2 Hz, 1H), 7.78 (d, J=3.2 Hz, 1H), 8.37 (s, 1H), 9.00 (d, J=5.2 Hz, 1H), 9.28 (s, 1H). Mass Spectrum (ESI) m/e=546.9 (M+1).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-36119aeaef294c00ac73926a8cd2634e
Source dataset
uspto-grants-2015_01
Patent number
US08940724B2

Reaction notes

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