4-((6,7-Dimethoxyquinolin-4-yl)oxy)-3-fluorobenzenamine → HCID 66611989, compound

HRID 1465214Notes

Reaction equation

HRID 1465214 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:36]=[CH:35][N:34]([CH3:37])[N: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:38]([C:28]2[C:27]([O:26][CH2:24][CH3:25])=[CH:31][N:30]([C:32]3[CH:36]=[CH:35][N:34]([CH3:37])[N:33]=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 86708166HCID 86708166, compound

Product 1

HCID 66611989HCID 66611989, compound

Procedure

Following the general procedure reported in Preparative Example 16 Step 5 X20 was prepared from A2 and 4-ethoxy-1′-methyl-1′H-[1,3′-bipyrazole]-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), 3.85 (s, 3H), 4.01 (s, 3H), 4.02 (s, 3H), 4.06 (q, J=7.0 Hz, 2H), 6.57 (d, J=2.1 Hz, 1H), 6.88 (d, J=6.2 Hz, 1H), 7.52 (s, 1H), 7.56 (m, 2H), 7.71 (s, 1H), 7.76 (d, J=8.9 Hz, 1H), 8.08 (dd, J=2.1 Hz, J=13.1 Hz, 1H), 8.17 (s, 1H), 8.75 (d, J=6.2 Hz, 1H), 10.34 (s, 1H). MS (ES) C27H25FN6O5 requires: 532. Found: 533 (M+H)+.

Workup

  1. customwas prepared similar

Sources & evidence

ORD record
ord-7e36457856084760988c870149ef7a3c
Source dataset
uspto-grants-2015_04
Patent number
US08999982B2

Reaction notes

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