3-Chloro-5-[2-(1,3-dioxolan-2-yl)ethoxy]-2-fluoropyridine → 5-Chloro-6-({4-[(5-methylpyrazin-2-yl)amino]quinazolin-6-yl}oxy)pyridin-3-ol

HRID 81682Notes

Reaction equation

HRID 81682 reaction equation
[CH3:1][C:2]1[N:3]=[CH:4][C:5]([NH:8][C:9]2[C:18]3[C:13](=[CH:14][CH:15]=[C:16]([OH:19])[CH:17]=3)[N:12]=[CH:11][N:10]=2)=[N:6][CH:7]=1.[Cl:20][C:21]1[C:22](F)=[N:23][CH:24]=[C:25]([O:27]CCC2OCCO2)[CH:26]=1>>[Cl:20][C:21]1[CH:26]=[C:25]([OH:27])[CH:24]=[N:23][C:22]=1[O:19][C:16]1[CH:17]=[C:18]2[C:13](=[CH:14][CH:15]=1)[N:12]=[CH:11][N:10]=[C:9]2[NH:8][C:5]1[CH:4]=[N:3][C:2]([CH3:1])=[CH:7][N:6]=1

Participants

3

Reactant 2

HCID 684276893-Chloro-5-[2-(1,3-dioxolan-2-yl)ethoxy]-2-fluoropyridineHCID 1356182224-((5-Methylpyrazin-2-yl)amino)quinazolin-6-ol

Product 1

HCID 684308385-Chloro-6-({4-[(5-methylpyrazin-2-yl)amino]quinazolin-6-yl}oxy)pyridin-3-ol

Procedure

Using 4-[(5-methylpyrazin-2-yl)amino]quinazolin-6-ol and 3-chloro-5-[2-(1,3-dioxolan-2-yl)ethoxy]-2-fluoropyridine, 5-chloro-6-({4-[(5-methylpyrazin-2-yl)amino]quinazolin-6-yl}oxy)pyridin-3-ol (194 mg) was obtained as a brown solid by the methods as in Example 6-2) and Example 6-3), methods equivalent thereto or combinations of these with usual methods.

Sources & evidence

ORD record
ord-b0376e1c2f6546d797bfd8acc5b79e35
Source dataset
uspto-grants-2014_09
Patent number
US08846700B2

Reaction notes

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