4-((6,7-Dimethoxyquinolin-4-yl)oxy)-3-fluorobenzenamine → HCID 66635601, compound

HRID 1465213Notes

Reaction equation

HRID 1465213 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[N:9]=[CH:8][CH:7]=[C:6]2[O:15][C:16]1[CH:22]=[CH:21][C:19]([NH2:20])=[CH:18][C:17]=1[F:23].[CH2:24]([O:26][C:27]1[C:28]([C:38](Cl)=[O:39])=[N:29][N:30]([C:32]2[CH:33]=[N:34][CH:35]=[CH:36][CH:37]=2)[CH:31]=1)[CH3:25]>>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][C:12]=1[O:13][CH3:14])[N:9]=[CH:8][CH:7]=[C:6]2[O:15][C:16]1[CH:22]=[CH:21][C:19]([NH:20][C:38]([C:28]2[C:27]([O:26][CH2:24][CH3:25])=[CH:31][N:30]([C:32]3[CH:33]=[N:34][CH:35]=[CH:36][CH:37]=3)[N:29]=2)=[O:39])=[CH:18][C:17]=1[F:23]

Participants

3

Reactant 2

HCID 114269974-((6,7-Dimethoxyquinolin-4-yl)oxy)-3-fluorobenzenamineHCID 86708165HCID 86708165, compound

Product 1

HCID 66635601HCID 66635601, compound

Procedure

Following the general procedure reported in Preparative Example 16 Step 5 X19 was prepared from A2 and 4-ethoxy-1-(pyridin-3-yl)-1H-pyrazole-3-carbonyl chloride, which was prepared similar to Preparative Example 16 step 1-4. 1H NMR (400 MHz, d6-DMSO, 300K) δ 1.39 (t, J=7.0 Hz, 3H), 3.96 (s, 6H), 4.10 (q, J=7.0 Hz, 2H), 6.56 (d, J=5.5 Hz, 1H), 7.43 (s, 1H), 7.49 (t, J=9.0 Hz, 1H), 7.57 (s, 1H), 7.60 (dd, J=4.7 Hz, J=8.4 Hz, 1H), 7.73 (d, J=9.0 Hz, 1H), 8.04 (dd, J=2.4 Hz, J=13.2 Hz, 1H), 8.35 (d, J=8.4 Hz, 1H), 8.54 (d, J=5.5 Hz, 1H), 8.57 (dd, J=1.4 Hz, J=4.7 Hz, 1H), 8.59 (s, 1H), 9.24 (s, 1H), 10.25 (s, 1H). MS (ES) C28H24FN6O6 requires: 529. Found: 530 (M+H)+.

Workup

  1. customwas prepared similar

Sources & evidence

ORD record
ord-098018346cb148759d1409dd62c6f1b4
Source dataset
uspto-grants-2015_04
Patent number
US08999982B2

Reaction notes

Loading…