4-((6,7-Dimethoxyquinolin-4-yl)oxy)-3-fluorobenzenamine → HCID 66611826, compound

HRID 1465208Notes

Reaction equation

HRID 1465208 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:41](Cl)=[O:42])=[N:29][N:30]([C:32]2[CH:37]=[CH:36][C:35]([O:38][CH3:39])=[CH:34][C:33]=2[CH3:40])[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:41]([C:28]2[C:27]([O:26][CH2:24][CH3:25])=[CH:31][N:30]([C:32]3[CH:37]=[CH:36][C:35]([O:38][CH3:39])=[CH:34][C:33]=3[CH3:40])[N:29]=2)=[O:42])=[CH:18][C:17]=1[F:23]

Participants

3

Reactant 2

HCID 114269974-((6,7-Dimethoxyquinolin-4-yl)oxy)-3-fluorobenzenamineHCID 86708162HCID 86708162, compound

Product 1

HCID 66611826HCID 66611826, compound

Procedure

Following the general procedure reported in Preparative Example 16 Step 5×4 was prepared from A2 and 4-ethoxy-1-(4-methoxy-2-methylphenyl)-1H-pyrazole-3-carbonyl chloride, which was prepared similar to Preparative Example 16 step 1-4. 1H NMR (400 MHz, d6-DMSO, 300K) δ 1.36 (t, J=7.0 Hz, 3H), 2.20 (s, 3H), 3.80 (s, 3H), 3.94 (s, 6H), 4.05 (q, J=7.0 Hz, 2H), 6.46 (d, J=5.2 Hz, 1H), 6.90 (dd, J=2.9 Hz, J=8.8 Hz, 1H), 6.98 (d, J=2.7 Hz, 1H), 7.36 (d, J=8.8 Hz, 1H), 7.40 (s, 1H), 7.43 (d, J=9.0 Hz, 1H), 7.53 (s, 1H), 7.71 (d, J=9.0 Hz, 1H), 7.95 (s, 1H), 8.03 (dd, J=2.4 Hz, J=13.3 Hz, 1H), 8.47 (d, J=5.2 Hz, 1H), 10.10 (s, 1H). MS (ES) C31H29FN4O6 requires: 572. Found: 573 (M+H)+.

Workup

  1. customwas prepared similar

Sources & evidence

ORD record
ord-4322cff57a404d28b1a649af4c7a8ef1
Source dataset
uspto-grants-2015_04
Patent number
US08999982B2

Reaction notes

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