5-Amino-1,3-dimethyl-1,2-dihydropyridin-2-one → ethyl 4-((4-chlorophenyl)((1,5-dimethyl-6-oxo-1,6-dihydropyridin-3-yl)amino)methyl)-1-(4-methoxybenzyl)-1H-pyrazole-3-carboxylate

HRID 873832Notes

Reaction equation

HRID 873832 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8](O)[C:9]2[C:10]([C:23]([O:25][CH2:26][CH3:27])=[O:24])=[N:11][N:12]([CH2:14][C:15]3[CH:20]=[CH:19][C:18]([O:21][CH3:22])=[CH:17][CH:16]=3)[CH:13]=2)=[CH:4][CH:3]=1.[NH2:29][C:30]1[CH:31]=[C:32]([CH3:38])[C:33](=[O:37])[N:34]([CH3:36])[CH:35]=1>CCOC(C)=O>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]([NH:29][C:30]2[CH:31]=[C:32]([CH3:38])[C:33](=[O:37])[N:34]([CH3:36])[CH:35]=2)[C:9]2[C:10]([C:23]([O:25][CH2:26][CH3:27])=[O:24])=[N:11][N:12]([CH2:14][C:15]3[CH:20]=[CH:19][C:18]([O:21][CH3:22])=[CH:17][CH:16]=3)[CH:13]=2)=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 674566165-Amino-1,3-dimethyl-1,2-dihydropyridin-2-oneHCID 117702731ethyl 4-((4-chlorophenyl)(hydroxy)methyl)-1-(4-methoxybenzyl)-1H-pyrazole-3-carboxylate

Product 1

HCID 117702805ethyl 4-((4-chlorophenyl)((1,5-dimethyl-6-oxo-1,6-dihydropyridin-3-yl)amino)methyl)-1-(4-methoxybenzyl)-1H-pyrazole-3-carboxylate

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

The title compound was prepared in analogy to the procedure described in Step 10.3 using ethyl 4-((4-chlorophenyl)(hydroxy)methyl)-1-(4-methoxybenzyl)-1H-pyrazole-3-carboxylate (Step 9.3) and 5-amino-1,3-dimethylpyridin-2(1H)-one (Step 20.2). tR: 4.72 min (HPLC 1); tR: 1.08 min (LC-MS 2); ESI-MS: 521 [M+H]+ (LC-MS 2); Rf=0.16 (EtOAc).

Sources & evidence

ORD record
ord-47b56e9c278f44c1b94ecb4432213ce4
Source dataset
uspto-grants-2015_03
Patent number
US08975417B2

Reaction notes

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