5-(1H-Imidazol-2-yl)pyrimidine → (R)-8-cyclopentyl-7-ethyl-5-methyl-2-(2-(pyrimidin-5-yl)-1H-imidazol-1-yl)-7,8-dihydropteridin-6(5H)-one

HRID 44876Notes

Reaction equation

HRID 44876 reaction equation
Cl[C:2]1[N:11]=[CH:10][C:9]2[N:8]([CH3:12])[C:7](=[O:13])[C@@H:6]([CH2:14][CH3:15])[N:5]([CH:16]3[CH2:20][CH2:19][CH2:18][CH2:17]3)[C:4]=2[N:3]=1.[NH:21]1[CH:25]=[CH:24][N:23]=[C:22]1[C:26]1[CH:27]=[N:28][CH:29]=[N:30][CH:31]=1>>[CH:16]1([N:5]2[C:4]3[N:3]=[C:2]([N:21]4[CH:25]=[CH:24][N:23]=[C:22]4[C:26]4[CH:31]=[N:30][CH:29]=[N:28][CH:27]=4)[N:11]=[CH:10][C:9]=3[N:8]([CH3:12])[C:7](=[O:13])[C@H:6]2[CH2:14][CH3:15])[CH2:20][CH2:19][CH2:18][CH2:17]1

Participants

3

Reactant 2

HCID 222884165-(1H-Imidazol-2-yl)pyrimidineHCID 24820413(R)-2-Chloro-8-cyclopentyl-7-ethyl-5-methyl-7,8-dihydropteridin-6(5H)-one

Product 1

HCID 58405429(R)-8-cyclopentyl-7-ethyl-5-methyl-2-(2-(pyrimidin-5-yl)-1H-imidazol-1-yl)-7,8-dihydropteridin-6(5H)-one

Procedure

The title compound was prepared similarly to the methods described in Example 77, with Intermediate B instead of Intermediate C and with 5-(1H-imidazol-2-yl)pyrimidine instead of 2-phenyl-1H-imidazole. LCMS: 405.2 m/z (M+H)+; ret. Time: 5.44 min (Analytical Method C).

Sources & evidence

ORD record
ord-7da67537f35a4e959da1d69462e9486a
Source dataset
uspto-grants-2013_09
Patent number
US08541418B2

Reaction notes

Loading…