HCID 28064136, compound → HCID 178429503, compound

HRID 630162Notes

Reaction equation

HRID 630162 reaction equation
Cl[CH2:2][C:3]1[N:7]([CH:8]2[CH2:12][CH2:11][CH2:10][CH2:9]2)[CH:6]=[N:5][CH:4]=1.[CH3:13][C:14]1[N:19]=[C:18]([SH:20])[N:17]=[C:16]([OH:21])[CH:15]=1>>[CH:8]1([N:7]2[C:3]([CH2:2][S:20][C:18]3[N:17]=[C:16]([OH:21])[CH:15]=[C:14]([CH3:13])[N:19]=3)=[CH:4][N:5]=[CH:6]2)[CH2:12][CH2:11][CH2:10][CH2:9]1

Participants

3

Reactant 2

HCID 28064136HCID 28064136, compoundHCID 178429541HCID 178429541, compound

Product 1

HCID 178429503HCID 178429503, compoundYield 50%

Procedure

This example was synthesized from 5-(chloromethyl)-1-cyclopentyl-1H-imidazole and 6-methyl-2-sulfanylpyrimidin-4-ol following the general procedure as shown in the last step of Example 109 to provide 2-{[(1-cyclopentyl-1H-imidazol-5-yl)methyl]sulfanyl}-6-methylpyrimidin-4-ol as a white solid (700 mg, 50% yield); 1H NMR (400 MHz, DMSO-d6): δ 1.61 (m, 2H), 1.79 (m, 4H), 2.10 (m, 2H), 2.21 (s, 3H), 4.48 (s, 2H), 4.54 (m, 1H), 6.02 (br, 1H), 6.88 (s, 1H), 7.73 (s, 1H); M+291.

Sources & evidence

ORD record
ord-d8fa253467e749abb1c76d9573770578
Source dataset
uspto-grants-2016_04
Patent number
US09315521B2

Reaction notes

Loading…