3-Pyridinemethanol → HCID 22490028, compound

HRID 2180153Notes

Reaction equation

HRID 2180153 reaction equation
[F:1][C:2]1[C:10]([O:11][C:12]2[C:21]3[C:16](=[CH:17][C:18]([OH:24])=[C:19]([O:22][CH3:23])[CH:20]=3)[N:15]=[N:14][CH:13]=2)=[CH:9][CH:8]=[C:7]2[C:3]=1[CH:4]=[C:5]([CH3:25])[NH:6]2.O[CH2:27][C:28]1[CH:29]=[N:30][CH:31]=[CH:32][CH:33]=1>>[F:1][C:2]1[C:10]([O:11][C:12]2[C:21]3[C:16](=[CH:17][C:18]([O:24][CH2:27][C:28]4[CH:29]=[N:30][CH:31]=[CH:32][CH:33]=4)=[C:19]([O:22][CH3:23])[CH:20]=3)[N:15]=[N:14][CH:13]=2)=[CH:9][CH:8]=[C:7]2[C:3]=1[CH:4]=[C:5]([CH3:25])[NH:6]2

Participants

3

Reactant 2

HCID 75103-PyridinemethanolHCID 1357497764-(4-Fluoro-2-methylindol-5-yloxy)-7-hydroxy-6-methoxycinnoline

Product 1

HCID 22490028HCID 22490028, compoundYield 32%

Procedure

Using an analogous procedure to that described in Example 20, 4-(4-fluoro-2-methylindol-5-yloxy)-7-hydroxy-6-methoxycinnoline (0.2 g, 0.5 mol), (prepared as described in Example 4), was reacted with 3-(hydroxymethyl)pyridine (60 μl, 0.9 mmol) to give 4-(4-fluoro-2-methylindol-5-yloxy)-6-methoxy-7-(3-pyridylmethoxy)cinnoline (80 mg, 32%).

Sources & evidence

ORD record
ord-2d17094f9e7d4861b49acda94be8a1a6
Source dataset
uspto-grants-2005_05
Patent number
US06887874B2

Reaction notes

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