Acetonitrile → 1-(4,6-dichloro-1,3,5-triazin-2-yl)-N-{[2-(trifluoromethyl)phenyl]methyl}-4-piperidinecarboxamide

HRID 1678420Notes

Reaction equation

[N:1]1[C:8]([Cl:9])=[N:7][C:5](Cl)=[N:4][C:2]=1[Cl:3].CC#N.[F:13][C:14]([F:32])([F:31])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=1[CH2:21][NH:22][C:23]([CH:25]1[CH2:30][CH2:29][NH:28][CH2:27][CH2:26]1)=[O:24].[OH-].[Na+]>O>[Cl:9][C:8]1[N:1]=[C:2]([Cl:3])[N:4]=[C:5]([N:28]2[CH2:29][CH2:30][CH:25]([C:23]([NH:22][CH2:21][C:16]3[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=3[C:14]([F:13])([F:31])[F:32])=[O:24])[CH2:26][CH2:27]2)[N:7]=1

Participants

Conditions

Temperature: 0 °C

Procedure

To a suspension of cyanuric chloride (1.00 g, 5.42 mmol, 1.00 equiv) in 1:1 CH3CN:H2O (9.0 mL) at 0° C. was added N-{[2-(trifluoromethyl)phenyl]methyl}-4-piperidinecarboxamide (1.55 g, 5.42 mmol, 1.00 equiv). This mixture was treated with 1 N NaOH to maintain a pH of 9-10, and the resulting suspension was stirred for 10 min at 0° C. This material was used in the next step without workup or purification. MS (ES+): m/e 433.8 [M+H]+.

Workup

temperatureto maintain a pH of 9-10
customThis material was used in the next step without workup or purification

Sources & evidence

ORD record: ord-1db67844d1c14b0389ace7bd08314bd5
Source dataset: uspto-grants-2011_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08008483B2

Reaction notes

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