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Methanol → N-[6-Chloro-2-[4-(1,5-dihydro-5-oxo-4H-1,2,4-triazol-4-yl)-1-piperidinyl]-5-quinolinyl]-cyclohexaneacetamide

HRID 2217865
Notes
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Reaction equation

HRID 2217865 reaction equation
Cl[C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([Cl:22])[C:8]=2[NH:12][C:13](=[O:21])[CH2:14][CH:15]2[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]2)[N:3]=1.[NH:23]1[CH2:28][CH2:27][CH:26]([N:29]2[CH:33]=[N:32][NH:31][C:30]2=[O:34])[CH2:25][CH2:24]1.CO>ClCCl>[Cl:22][C:7]1[C:8]([NH:12][C:13](=[O:21])[CH2:14][CH:15]2[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]2)=[C:9]2[C:4](=[CH:5][CH:6]=1)[N:3]=[C:2]([N:23]1[CH2:24][CH2:25][CH:26]([N:29]3[C:30](=[O:34])[NH:31][N:32]=[CH:33]3)[CH2:27][CH2:28]1)[CH:11]=[CH:10]2
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 887MethanolHCID 685022022,4-Dihydro-4-(4-piperidinyl)-3H-1,2,4-triazol-3-oneHCID 86012996N-(2,6-Dichloro-5-quinolinyl)-cyclohexaneacetamide

Product 1

HCID 11784646N-[6-Chloro-2-[4-(1,5-dihydro-5-oxo-4H-1,2,4-triazol-4-yl)-1-piperidinyl]-5-quinolinyl]-cyclohexaneacetamide

Reagents, catalysts & solvents 1

HCID 6344
Dichloromethane
Solvent

Procedure

Prepared according to the method of example 30, using N-(2,6-dichloro-5-quinolinyl)-cyclohexaneacetamide (Example 1(a)) (150 mg) and 2,4-dihydro-4(4-piperidinyl)-3H-1,2,4-triazol-3-one Example 64 (c)) (225 mg). Methanol (10 mL) and dichloromethane (10 mL) were added to the reaction mixture and the solid was collected by filtration to afford the title compound (40 mg).

Workup

  1. customPrepared
  2. filtrationthe solid was collected by filtration

Sources & evidence

ORD record
ord-8b91735eb5d14fc8be6df96734f9cdd5
Source dataset
uspto-grants-2008_08
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07408065B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes