Sodium Hydroxide → 1-[4-chloro-6-(4-methyl-1-piperazinyl)-1,3,5-triazin-2-yl]-N-{[2-(trifluoromethyl)phenyl]methyl}-4-piperidinecarboxamide

HRID 1678422Notes

Reaction equation

HRID 1678422 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][NH:5][CH2:4][CH2:3]1.[Cl:8][C:9]1[N:14]=[C:13](Cl)[N:12]=[C:11]([N:16]2[CH2:21][CH2:20][CH:19]([C:22]([NH:24][CH2:25][C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=3[C:32]([F:35])([F:34])[F:33])=[O:23])[CH2:18][CH2:17]2)[N:10]=1.[OH-].[Na+]>>[Cl:8][C:9]1[N:14]=[C:13]([N:5]2[CH2:6][CH2:7][N:2]([CH3:1])[CH2:3][CH2:4]2)[N:12]=[C:11]([N:16]2[CH2:21][CH2:20][CH:19]([C:22]([NH:24][CH2:25][C:26]3[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=3[C:32]([F:34])([F:33])[F:35])=[O:23])[CH2:18][CH2:17]2)[N:10]=1

Participants

4

Reactant 3

HCID 14798Sodium HydroxideHCID 531671-MethylpiperazineHCID 866443151-(4,6-dichloro-1,3,5-triazin-2-yl)-N-{[2-(trifluoromethyl)phenyl]methyl}-4-piperidinecarboxamide

Product 1

HCID 866443141-[4-chloro-6-(4-methyl-1-piperazinyl)-1,3,5-triazin-2-yl]-N-{[2-(trifluoromethyl)phenyl]methyl}-4-piperidinecarboxamide

Conditions

Temperature
40 °C

Procedure

N-Methylpiperazine (0.31 mL, 2.7 mmol, 1.0 equiv) was added to the suspension prepared in step a. The resulting mixture was heated to 40° C. and treated with 1 N NaOH to maintain a pH of 9-10. The reaction mixture was stirred for 30 min and then used immediately in the next step without workup or purification. MS (ES+): m/e 498.1 [M+H]+.

Workup

  1. temperatureto maintain a pH of 9-10
  2. customused immediately in the next step without workup or purification

Sources & evidence

ORD record
ord-dc5afbd0b1ee4562acff9d60edd1ebef
Source dataset
uspto-grants-2011_08
Patent number
US08008483B2

Reaction notes

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