1,3-Oxazole-4-carboxylic acid → HCID 59631521, compound

HRID 1431690Notes

Reaction equation

HRID 1431690 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.[O:33]1[CH:37]=[C:36]([C:38](O)=[O:39])[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:38]([C:36]3[N:35]=[CH:34][O:33][CH:37]=3)=[O:39])[CH2:17][CH2:18]1)=[N:7]2

Participants

3

Reactant 2

HCID 142814301,3-Oxazole-4-carboxylic acidHCID 596310285,7-difluoro-3-methyl-N-(5-morpholinopyridin-3-yl)-2-(piperazin-1-yl)quinolin-4-amine

Product 1

HCID 59631521HCID 59631521, 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 oxazole-4-carboxylic acid to give (4-(5,7-difluoro-3-methyl-4-(5-morpholinopyridin-3-ylamino)quinolin-2-yl)piperazin-1-yl)(oxazol-4-yl)methanone. 1H NMR (DMSO-d6) δ ppm 2.11 (br s, 3H), 3.05 (t, J=4.4 Hz, 4H), 3.32-3.37 (m, 4H), 3.69 (t, J=4.4 Hz, 4H), 3.80 (br s, 2H), 4.00-4.07 (m, 2H), 6.51 (s, 1H), 7.11-7.16 (m, 1H), 7.27-7.32 (m, 1H), 7.53 (s, 1H), 7.78 (s, 1H), 8.36 (s, 1H), 8.54 (s, 1H), 8.62 (s, 1H). Mass Spectrum (ESI) m/e=536.0 (M+1).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-4d06d3c8e78d4029ad2d4eb4e5add8bd
Source dataset
uspto-grants-2015_01
Patent number
US08940724B2

Reaction notes

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