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

HRID 1477578Notes

Reaction equation

HRID 1477578 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2([OH:22])[CH2:13][CH2:12][N:11]([C:14]3[N:19]=[C:18](Cl)[N:17]=[C:16]([Cl:21])[N:15]=3)[CH2:10][CH2:9]2)=[CH:4][CH:3]=1.[OH-:23].[Na+]>>[Cl:21][C:16]1[NH:17][C:18](=[O:23])[N:19]=[C:14]([N:11]2[CH2:12][CH2:13][C:8]([C:5]3[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][CH:4]=3)([OH:22])[CH2:9][CH2:10]2)[N:15]=1

Participants

3

Reactant 2

HCID 14798Sodium HydroxideHCID 1178399134-(4-Chlorophenyl)-1-(4,6-dichloro-1,3,5-triazin-2-yl)piperidin-4-ol

Product 1

HCID 1369330506-Chloro-4-[4-(4-chlorophenyl)-4-hydroxy-piperidin-1-yl]-1,3,5-triazin-2(1H)-oneYield 93.5%

Procedure

The crude product of 4-(4-chlorophenyl)-1-(4,6-dichloro-1,3,5-triazin-2-yl)piperidin-4-ol (10.0 mmol) synthesized in Reference Synthesis Example 20 and 1 M sodium hydroxide aqueous solution (120.0 mL, 120 mmol) were used to obtain the title compound (3.19 g, yield 93%) by synthesis in a similar manner to Reference Synthesis Example 2.

Sources & evidence

ORD record
ord-83e6e2194d694b21bee6c7ac601f1159
Source dataset
uspto-grants-2016_08
Patent number
US09403798B2

Reaction notes

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