5-Morpholinopyridin-3-amine → HCID 57470466, compound

HRID 1431677Notes

Reaction equation

HRID 1431677 reaction equation
Cl[C:2]1[C:11]2[C:6](=[CH:7][C:8]([F:13])=[CH:9][C:10]=2[F:12])[N:5]=[C:4]([N:14]2[CH2:19][CH2:18][N:17]([C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21])[C@H:16]([CH3:27])[CH2:15]2)[C:3]=1[CH3:28].[O:29]1[CH2:34][CH2:33][N:32]([C:35]2[CH:36]=[C:37]([NH2:41])[CH:38]=[N:39][CH:40]=2)[CH2:31][CH2:30]1>C1(C)C=CC=CC=1>[F:12][C:10]1[CH:9]=[C:8]([F:13])[CH:7]=[C:6]2[C:11]=1[C:2]([NH:41][C:37]1[CH:38]=[N:39][CH:40]=[C:35]([N:32]3[CH2:33][CH2:34][O:29][CH2:30][CH2:31]3)[CH:36]=1)=[C:3]([CH3:28])[C:4]([N:14]1[CH2:19][CH2:18][N:17]([C:20]([O:22][C:23]([CH3:24])([CH3:26])[CH3:25])=[O:21])[C@H:16]([CH3:27])[CH2:15]1)=[N:5]2

Participants

4

Reactant 2

HCID 583477375-Morpholinopyridin-3-amineHCID 59631235HCID 59631235, compound

Product 1

HCID 57470466HCID 57470466, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

Prepared according to Procedure H using (R)-tert-butyl 4-(4-chloro-5,7-difluoro-3-methylquinolin-2-yl)-2-methylpiperazine-1-carboxylate (230 mg, 0.56 mmol) and 5-morpholinopyridin-3-amine in toluene to give (R)-tert-butyl 4-(5,7-difluoro-3-methyl-4-(5-morpholinopyridin-3-ylamino)quinolin-2-yl)-2-methylpiperazine-1-carboxylate. 1H NMR (CDCl3) δ ppm 7.94 (1H, d, J=2.3 Hz), 7.69 (1H, d, J=2.2 Hz), 7.30 (1H, ddd, J=10.0, 2.5, 1.2 Hz), 6.88 (1H, d, J=12.9 Hz), 6.80 (1H, ddd, J=13.9, 8.6, 2.5 Hz), 6.58 (1H, t, J=2.3 Hz), 4.38 (1H, br. s.), 3.98 (1H, d, J=13.1 Hz), 3.85 (4H, dd, J=5.7, 3.9 Hz), 3.70 (1H, d, J=10.2 Hz), 3.56 (1H, dt, J=12.9, 1.8 Hz), 3.32 (1H, td, J=12.7, 3.1 Hz), 3.14-3.21 (4H, m), 3.11 (1H, dd, J=12.8, 3.8 Hz), 2.92 (1H, td, J=12.5, 3.3 Hz), 2.10 (3H, s), 1.50 (9H, s), 1.29 (3H, d, J=6.8 Hz). Mass Spectrum (ESI) m/e=555.7 (M+1).

Workup

  1. customPrepared

Sources & evidence

ORD record
ord-1ee08ee255e744319659bad273effe36
Source dataset
uspto-grants-2015_01
Patent number
US08940724B2

Reaction notes

Loading…