Pyrrolidine → 6-{[3-fluoro-5-(2-pyrrolidin-1-ylethoxy)pyridin-2-yl]oxy}-N-(5-methylpyrazin-2-yl)quinazoline-4-amine

HRID 81647Notes

Reaction equation

HRID 81647 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.C(O[CH:23](OCC)[CH2:24][O:25][C:26]1[CH:27]=[C:28]([F:33])[C:29](F)=[N:30][CH:31]=1)C.[NH:37]1[CH2:41][CH2:40][CH2:39][CH2:38]1>>[F:33][C:28]1[C:29]([O:19][C:16]2[CH:17]=[C:18]3[C:13](=[CH:14][CH:15]=2)[N:12]=[CH:11][N:10]=[C:9]3[NH:8][C:5]2[CH:4]=[N:3][C:2]([CH3:1])=[CH:7][N:6]=2)=[N:30][CH:31]=[C:26]([O:25][CH2:24][CH2:23][N:37]2[CH2:41][CH2:40][CH2:39][CH2:38]2)[CH:27]=1

Participants

4

Reactant 3

HCID 31268PyrrolidineHCID 684276465-(2,2-Diethoxyethoxy)-2,3-difluoropyridineHCID 1356182224-((5-Methylpyrazin-2-yl)amino)quinazolin-6-ol

Product 1

HCID 595088996-{[3-fluoro-5-(2-pyrrolidin-1-ylethoxy)pyridin-2-yl]oxy}-N-(5-methylpyrazin-2-yl)quinazoline-4-amine

Procedure

Using 4-[(5-methylpyrazin-2-yl)amino]quinazoline-6-ol, 5-(2,2-diethoxyethoxy)-2,3-difluoropyridine and pyrrolidine, and in the same manner as in Example 31 or according to a method similar to it or according to a combination thereof with an ordinary method, the entitled compound (27 mg) was obtained as a pale yellow solid.

Sources & evidence

ORD record
ord-23b4e53b49614483b51138549537665c
Source dataset
uspto-grants-2014_09
Patent number
US08846700B2

Reaction notes

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