5-Amino-3-chloro-1-methyl-1,2-dihydropyridin-2-one → HCID 117702559, compound

HRID 873901Notes

Reaction equation

HRID 873901 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8](O)[C:9]2[C:10]([C:25]([O:27][CH2:28][CH3:29])=[O:26])=[N:11][N:12]([C:15]3[C:16]([O:23][CH3:24])=[N:17][C:18]([O:21][CH3:22])=[N:19][CH:20]=3)[C:13]=2[CH3:14])=[CH:4][CH:3]=1.[NH2:31][C:32]1[CH:33]=[C:34]([Cl:40])[C:35](=[O:39])[N:36]([CH3:38])[CH:37]=1>CCOC(C)=O>[Cl:40][C:34]1[C:35](=[O:39])[N:36]([CH3:38])[CH:37]=[C:32]([NH:31][CH:8]([C:5]2[CH:6]=[CH:7][C:2]([Cl:1])=[CH:3][CH:4]=2)[C:9]2[C:10]([C:25]([O:27][CH2:28][CH3:29])=[O:26])=[N:11][N:12]([C:15]3[C:16]([O:23][CH3:24])=[N:17][C:18]([O:21][CH3:22])=[N:19][CH:20]=3)[C:13]=2[CH3:14])[CH:33]=1

Participants

4

Reactant 2

HCID 717560735-Amino-3-chloro-1-methyl-1,2-dihydropyridin-2-oneHCID 117702739HCID 117702739, compound

Product 1

HCID 117702559HCID 117702559, compound

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-(2,4-dimethoxypyrimidin-5-yl)-5-methyl-1H-pyrazole-3-carboxylate (Step 55.3) and 5-amino-3-chloro-1-methylpyridin-2(1H)-one (Step 5.2). tR: 4.76 min (HPLC 1); tR: 1.09 min (LC-MS 2); ESI-MS: 573/575 [M+H]+ (LC-MS 2); Rf=0.18 (EtOAc).

Sources & evidence

ORD record
ord-a1ff71bd17274028a2218ad24aa15b12
Source dataset
uspto-grants-2015_03
Patent number
US08975417B2

Reaction notes

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