5-Amino-3-chloro-1-methyl-1,2-dihydropyridin-2-one → HCID 117702648, compound

HRID 873891Notes

Reaction equation

HRID 873891 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8](O)[C:9]2[C:10]([C:28]([O:30][CH2:31][CH3:32])=[O:29])=[N:11][N:12]([C:18]3[C:19]([O:26][CH3:27])=[N:20][C:21]([O:24][CH3:25])=[N:22][CH:23]=3)[C:13]=2[C:14]([F:17])([F:16])[F:15])=[CH:4][CH:3]=1.[NH2:34][C:35]1[CH:36]=[C:37]([Cl:43])[C:38](=[O:42])[N:39]([CH3:41])[CH:40]=1>>[Cl:43][C:37]1[C:38](=[O:42])[N:39]([CH3:41])[CH:40]=[C:35]([NH:34][CH:8]([C:5]2[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][CH:6]=2)[C:9]2[C:10]([C:28]([O:30][CH2:31][CH3:32])=[O:29])=[N:11][N:12]([C:18]3[C:19]([O:26][CH3:27])=[N:20][C:21]([O:24][CH3:25])=[N:22][CH:23]=3)[C:13]=2[C:14]([F:15])([F:16])[F:17])[CH:36]=1

Participants

3

Reactant 2

HCID 717560735-Amino-3-chloro-1-methyl-1,2-dihydropyridin-2-oneHCID 117702679HCID 117702679, compound

Product 1

HCID 117702648HCID 117702648, compound

Procedure

The title compound was prepared in analogy to the procedure described in Step 40.3 using ethyl 4-((4-chlorophenyl)(hydroxy)methyl)-1-(2,4-dimethoxypyrimidin-5-yl)-5-(trifluoromethyl)-1H-pyrazole-3-carboxylate (Step 47.2) and 5-amino-3-chloro-1-methylpyridin-2(1H)-one (Step 5.2). The crude product was purified by silica gel chromatography (50% EtOAc/CH2Cl2). tR: 1.21 min (LC-MS 2); ESI-MS: 627 [M+H]+ (LC-MS 2); Rf=0.20 (50% EtOAc/CH2Cl2).

Workup

  1. customThe crude product was purified by silica gel chromatography (50% EtOAc/CH2Cl2)

Sources & evidence

ORD record
ord-303c9cbcd09f44a8b4d434eeaef4943f
Source dataset
uspto-grants-2015_03
Patent number
US08975417B2

Reaction notes

Loading…