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

HRID 873857Notes

Reaction equation

HRID 873857 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8](O)[C:9]2[C:10]([C:17]([O:19][CH2:20][CH3:21])=[O:18])=[N:11][N:12]([CH:14]3[CH2:16][CH2:15]3)[CH:13]=2)=[CH:4][CH:3]=1.[NH2:23][C:24]1[CH:25]=[C:26]([Cl:32])[C:27](=[O:31])[N:28]([CH3:30])[CH:29]=1>CCOC(C)=O>[Cl:32][C:26]1[C:27](=[O:31])[N:28]([CH3:30])[CH:29]=[C:24]([NH:23][CH:8]([C:5]2[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][CH:4]=2)[C:9]2[C:10]([C:17]([O:19][CH2:20][CH3:21])=[O:18])=[N:11][N:12]([CH:14]3[CH2:16][CH2:15]3)[CH:13]=2)[CH:25]=1

Participants

4

Reactant 2

HCID 717560735-Amino-3-chloro-1-methyl-1,2-dihydropyridin-2-oneHCID 117702983ethyl 4-((4-chlorophenyl)(hydroxy)methyl)-1-cyclopropyl-1H-pyrazole-3-carboxylate

Product 1

HCID 117702599ethyl 4-(((5-chloro-1-methyl-6-oxo-1,6-dihydropyridin-3-yl)amino)(4-chlorophenyl)-methyl)-1-cyclopropyl-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-cyclopropyl-1H-pyrazole-3-carboxylate (Step 37.3) and 5-amino-3-chloro-1-methylpyridin-2(1H)-one (Step 5.2). tR: 4.54 min (HPLC 1); tR: 1.03 min (LC-MS 2); ESI-MS: 461 [M+H]+ (LC-MS 2); Rf=0.18 (EtOAc).

Sources & evidence

ORD record
ord-2e9ed58a44194a239c27e730f701c6e7
Source dataset
uspto-grants-2015_03
Patent number
US08975417B2

Reaction notes

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