4-Piperidinecarboxylic acid → 1-[4-Chloro-6-(methylamino)-1,3,5-triazin-2-yl]-4-piperidinecarboxylic acid

HRID 1678426Notes

Reaction equation

HRID 1678426 reaction equation
[NH:1]1[CH2:6][CH2:5][CH:4]([C:7]([OH:9])=[O:8])[CH2:3][CH2:2]1.[Cl:10][C:11]1[N:16]=[C:15](Cl)[N:14]=[C:13]([NH:18][CH3:19])[N:12]=1.[OH-].[Na+]>>[Cl:10][C:11]1[N:12]=[C:13]([NH:18][CH3:19])[N:14]=[C:15]([N:1]2[CH2:6][CH2:5][CH:4]([C:7]([OH:9])=[O:8])[CH2:3][CH2:2]2)[N:16]=1

Participants

4

Reactant 3

HCID 37734-Piperidinecarboxylic acidHCID 14798Sodium HydroxideHCID 3122014,6-dichloro-N-methyl-1,3,5-triazin-2-amine

Product 1

HCID 866443161-[4-Chloro-6-(methylamino)-1,3,5-triazin-2-yl]-4-piperidinecarboxylic acid

Conditions

Temperature
40 °C

Procedure

4-Piperidinecarboxylic acid (2.10 g, 16.3 mmol, 1.00 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 2 h at the same temperature and then used immediately in the next step without workup or purification. MS (ES+): m/e 428.9 [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-8e9772a133cf466fac3d9b55edb93c0d
Source dataset
uspto-grants-2011_08
Patent number
US08008483B2

Reaction notes

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