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

HRID 44885Notes

Reaction equation

HRID 44885 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.[F:21][C:22]1[CH:23]=[CH:24][C:25]([C:28]2[NH:29][CH:30]=[CH:31][N:32]=2)=[N:26][CH:27]=1>>[CH:16]1([N:5]2[C:4]3[N:3]=[C:2]([N:29]4[CH:30]=[CH:31][N:32]=[C:28]4[C:25]4[CH:24]=[CH:23][C:22]([F:21])=[CH:27][N:26]=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 24820413(R)-2-Chloro-8-cyclopentyl-7-ethyl-5-methyl-7,8-dihydropteridin-6(5H)-oneHCID 552680665-fluoro-2-(1H-imidazol-2-yl)pyridine

Product 1

HCID 58405546(R)-8-cyclopentyl-7-ethyl-2-(2-(5-fluoropyridin-2-yl)-1H-imidazol-1-yl)-5-methyl-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-fluoro-2-(1H-imidazol-2-yl)pyridine instead of 2-phenyl-1H-imidazole. LCMS: 422.3 m/z (M+H)+; ret. Time: 6.73 min (Analytical Method C).

Sources & evidence

ORD record
ord-27cdd0b7b3314c5bad66d960cf6cac6a
Source dataset
uspto-grants-2013_09
Patent number
US08541418B2

Reaction notes

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