HCID 57919191, compound → 3-cyclopentyl-N-[1-((R)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-1H-pyrazol-3-yl]-2-[4-(2-methyl-4-oxo-4H-pyran-3-yloxy)-6-oxo-6H-pyridazin-1-yl]-propionamide

HRID 2381518Notes

Reaction equation

HRID 2381518 reaction equation
[CH:1]1([CH2:6][CH:7]([N:11]2[C:16](=[O:17])[CH:15]=[C:14]([O:18][C:19]3[C:24](=[O:25])[CH:23]=[CH:22][O:21][C:20]=3[CH3:26])[CH:13]=[N:12]2)[C:8](O)=[O:9])[CH2:5][CH2:4][CH2:3][CH2:2]1.[CH3:27][C:28]1([CH3:40])[O:32][C@H:31]([CH2:33][N:34]2[CH:38]=[CH:37][C:36]([NH2:39])=[N:35]2)[CH2:30][O:29]1>>[CH:1]1([CH2:6][CH:7]([N:11]2[C:16](=[O:17])[CH:15]=[C:14]([O:18][C:19]3[C:24](=[O:25])[CH:23]=[CH:22][O:21][C:20]=3[CH3:26])[CH:13]=[N:12]2)[C:8]([NH:39][C:36]2[CH:37]=[CH:38][N:34]([CH2:33][C@@H:31]3[CH2:30][O:29][C:28]([CH3:40])([CH3:27])[O:32]3)[N:35]=2)=[O:9])[CH2:2][CH2:3][CH2:4][CH2:5]1

Participants

3

Reactant 2

HCID 57919191HCID 57919191, compound2×HCID 59344941(R)-1-((2,2-Dimethyl-1,3-dioxolan-4-yl)methyl)-1H-pyrazol-3-amine2×

Product 1

HCID 866351803-cyclopentyl-N-[1-((R)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-1H-pyrazol-3-yl]-2-[4-(2-methyl-4-oxo-4H-pyran-3-yloxy)-6-oxo-6H-pyridazin-1-yl]-propionamide

Procedure

Using the method described in Example 49, 3-cyclopentyl-2-[4-(2-methyl-4-oxo-4H-pyran-3-yloxy)-6-oxo-6H-pyridazin-1-yl]-propionic acid (Intermediate 75) and 1-((R)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-1H-pyrazol-3-ylamine (Intermediate 4) afforded 3-cyclopentyl-N-[1-((R)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-1H-pyrazol-3-yl]-2-[4-(2-methyl-4-oxo-4H-pyran-3-yloxy)-6-oxo-6H-pyridazin-1-yl]-propionamide as a white solid as a mixture of diastereomers (1.37 g, 92%).

Sources & evidence

ORD record
ord-20a1111e077d43b8baa2df1556ec5790
Source dataset
uspto-grants-2012_09
Patent number
US08258134B2

Reaction notes

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