1,4-Dioxane hydrochloride → 2-[(3-ethyl-5-methylimidazol-4-yl)methylsulfanyl]-6-methyl-1H-pyrimidin-4-one;hydrochloride

HRID 630119Notes

Reaction equation

HRID 630119 reaction equation
[CH2:1]([N:3]1[C:7]([CH2:8][S:9][C:10]2[N:15]=[C:14]([OH:16])[CH:13]=[C:12]([CH3:17])[N:11]=2)=[C:6]([CH3:18])[N:5]=[CH:4]1)[CH3:2].[ClH:19].O1CCOCC1>CO>[ClH:19].[CH2:1]([N:3]1[C:7]([CH2:8][S:9][C:10]2[N:15]=[C:14]([OH:16])[CH:13]=[C:12]([CH3:17])[N:11]=2)=[C:6]([CH3:18])[N:5]=[CH:4]1)[CH3:2]

Participants

4

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 178462821HCID 178462821, compound

Product 1

HCID 1784628222-[(3-ethyl-5-methylimidazol-4-yl)methylsulfanyl]-6-methyl-1H-pyrimidin-4-one;hydrochlorideYield 99%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a mixture of 2-{[(1-ethyl-4-methyl-1H-imidazol-5-yl)methyl]sulfanyl}-6-methylpyrimidin-4-ol (160 mg, 0.60 mmol) in MeOH (2 mL) was added 4 M HCl/dioxane (800 μL, 3.2 mmol). The solution was evaporated and dried in vacuo, affording the title compound (178 mg, 99% yield); 1H NMR (400 MHz, DMSO-d6): δ 1.44 (t, 3H, J=6.7 Hz), 2.22 (s, 3H), 2.37 (s, 3H), 4.24 (m, 2H), 4.56 (s, 2H), 6.12 (s, 1H), 9.09 (s, 1H); M+266.

Workup

  1. customThe solution was evaporated
  2. customdried in vacuo

Sources & evidence

ORD record
ord-07c4be24da3040d9874b6f4888a2909b
Source dataset
uspto-grants-2016_04
Patent number
US09315521B2

Reaction notes

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