4-((6,7-Dimethoxyquinolin-4-yl)oxy)-3-fluorobenzenamine → HCID 66611812, compound

HRID 1465209Notes

Reaction equation

HRID 1465209 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]([F:38])=[C:34]([O:39][CH3:40])[CH:33]=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: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]([F:38])=[C:34]([O:39][CH3:40])[CH:33]=3)[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 86708163HCID 86708163, compound

Product 1

HCID 66611812HCID 66611812, compound

Procedure

Following the general procedure reported in Preparative Example 16 Step 5 X9 was prepared from A2 and 4-ethoxy-1-(4-fluoro-3-methoxyphenyl)-1H-pyrazole-3-carbonyl chloride, which was prepared similar to Preparative Example 16 step 1-4. 1H NMR (400 MHz, d5-DMSO, 300K) δ 1.39 (t, J=7.0 Hz, 3H), 3.94 (s, 6H), 3.96 (s, 3H), 4.10 (q, J=7.0 Hz, 2H), 6.48 (d, J=5.2 Hz, 1H), 7.40 (m, 2H), 7.46 (t, J=9.0 Hz, 1H), 7.52 (m, 2H), 7.70 (m, 2H), 8.03 (dd, J=2.4 Hz, J=13.2 Hz, 1H), 8.48 (d, J=5.2 Hz, 1H), 8.52 (s, 1H), 10.19 (s, 1H). MS (ES) C30H26F2N4O6 requires: 576. Found: 577 (M+H)+.

Workup

  1. customwas prepared similar

Sources & evidence

ORD record
ord-5cfe001c006045aaaa37f8d3bfbf2dc1
Source dataset
uspto-grants-2015_04
Patent number
US08999982B2

Reaction notes

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