5-Fluoro-2-nitrophenol → N-(3-((5-fluoro-2-((2-hydroxy-4-(2-methoxyethoxy)phenyl)amino)pyrimidin-4-yl)amino)phenyl)acrylamide

HRID 2274268Notes

Reaction equation

HRID 2274268 reaction equation
[F:1][C:2]1[C:3]([NH:21][C:22]2[CH:23]=[C:24]([NH:28][C:29](=[O:32])[CH:30]=[CH2:31])[CH:25]=[CH:26][CH:27]=2)=[N:4][C:5]([NH:8][C:9]2[CH:14]=[CH:13][C:12]([O:15][CH2:16][CH2:17][O:18][CH3:19])=[C:11](O)[CH:10]=2)=[N:6][CH:7]=1.FC1C=CC([N+]([O-])=O)=C([OH:40])C=1>>[F:1][C:2]1[C:3]([NH:21][C:22]2[CH:23]=[C:24]([NH:28][C:29](=[O:32])[CH:30]=[CH2:31])[CH:25]=[CH:26][CH:27]=2)=[N:4][C:5]([NH:8][C:9]2[CH:10]=[CH:11][C:12]([O:15][CH2:16][CH2:17][O:18][CH3:19])=[CH:13][C:14]=2[OH:40])=[N:6][CH:7]=1

Participants

3

Reactant 2

HCID 99375-Fluoro-2-nitrophenolHCID 86724340N-(3-((5-fluoro-2-((3-hydroxy-4-(2-methoxyethoxy)phenyl)amino)pyrimidin-4-yl)amino)phenyl)acrylamide2×

Product 1

HCID 86724341N-(3-((5-fluoro-2-((2-hydroxy-4-(2-methoxyethoxy)phenyl)amino)pyrimidin-4-yl)amino)phenyl)acrylamide

Procedure

The synthesis of N-(3-((5-fluoro-2-((3-hydroxy-4-(2-methoxyethoxy)phenyl)amino)pyrimidin-4-yl)amino)phenyl)acrylamide was achieved as described above for N-(3-((5-fluoro-2-((3-hydroxy-4-(2-methoxyethoxy)phenyl)amino)pyrimidin-4-yl)amino)phenyl)acrylamide (I-13) in Example 7 using 5-fluoro-2-nitrophenol in place of 2-fluoro-5-nitrophenol in the first step.

Sources & evidence

ORD record
ord-fb0001da286d463b8e9f8ec7b85ea1de
Source dataset
uspto-grants-2015_09
Patent number
US09126950B2

Reaction notes

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