1,4-Dioxane hydrochloride → 2-[(5-chloro-1-methylimidazol-4-yl)methylsulfanyl]-6-methyl-1H-pyrimidin-4-one;hydrochloride

HRID 577072Notes

Reaction equation

HRID 577072 reaction equation
[Cl:1][C:2]1[N:6]([CH3:7])[CH:5]=[N:4][C:3]=1[CH2:8][S:9][C:10]1[N:15]=[C:14]([OH:16])[CH:13]=[C:12]([CH3:17])[N:11]=1.Cl.O1CCOCC1>CO>[ClH:1].[Cl:1][C:2]1[N:6]([CH3:7])[CH:5]=[N:4][C:3]=1[CH2:8][S:9][C:10]1[N:15]=[C:14]([OH:16])[CH:13]=[C:12]([CH3:17])[N:11]=1

Participants

4

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 178429526HCID 178429526, compound

Product 1

HCID 1784295272-[(5-chloro-1-methylimidazol-4-yl)methylsulfanyl]-6-methyl-1H-pyrimidin-4-one;hydrochlorideYield 198.9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a mixture of 2-{[(5-chloro-1-methyl-1H-imidazol-4-yl)methyl]sulfanyl}-6-methylpyrimidin-4-ol (50 mg, 0.18 mmol) in MeOH (2 mL) was added 4 M HCl/dioxane (500 μL, 2.0 mmol). The solution was evaporated and dried in vacuo, affording the title compound (55 mg, 99% yield); 1H NMR (400 MHz, DMSO-d6): δ 2.23 (s, 3H), 3.75 (s, 3H), 4.45 (s, 2H), 6.08 (s, 1H), 9.13 (s, 1H); M+ 271.

Workup

  1. customThe solution was evaporated
  2. customdried in vacuo

Sources & evidence

ORD record
ord-fe6687315d054f64851a73418bb90dfc
Source dataset
uspto-grants-2015_05
Patent number
US09040538B2

Reaction notes

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