Sodium Hydroxide → 6-Chloro-4-[4-(4-fluorophenyl)-4-hydroxypiperidin-1-yl]-1,3,5-triazin-2(1H)-one

HRID 1477574Notes

Reaction equation

HRID 1477574 reaction equation
[Cl:1][C:2]1[N:7]=[C:6](Cl)[N:5]=[C:4]([N:9]2[CH2:14][CH2:13][C:12]([C:16]3[CH:21]=[CH:20][C:19]([F:22])=[CH:18][CH:17]=3)([OH:15])[CH2:11][CH2:10]2)[N:3]=1.[OH-:23].[Na+]>>[Cl:1][C:2]1[NH:7][C:6](=[O:23])[N:5]=[C:4]([N:9]2[CH2:14][CH2:13][C:12]([C:16]3[CH:21]=[CH:20][C:19]([F:22])=[CH:18][CH:17]=3)([OH:15])[CH2:11][CH2:10]2)[N:3]=1

Participants

3

Reactant 2

HCID 14798Sodium HydroxideHCID 1178402951-(4,6-Dichloro-1,3,5-triazin-2-yl)-4-(4-fluorophenyl)piperidin-4-ol

Product 1

HCID 1369330516-Chloro-4-[4-(4-fluorophenyl)-4-hydroxypiperidin-1-yl]-1,3,5-triazin-2(1H)-oneYield 59%

Procedure

1-(4,6-Dichloro-1,3,5-triazin-2-yl)-4-(4-fluorophenyl)piperidin-4-ol (304 mg, 0.89 mmol) synthesized in Reference Synthesis Example 12 and 1 M sodium hydroxide aqueous solution (1.80 mL, 1.80 mmol) were used to obtain the title compound (169 mg, yield 59%) by synthesis in a similar manner to Reference Synthesis Example 2.

Sources & evidence

ORD record
ord-184335c1c3b04e31b09a1e81be3d02a4
Source dataset
uspto-grants-2016_08
Patent number
US09403798B2

Reaction notes

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