1,4-Dioxane hydrochloride → HCID 178437596, compound

HRID 577174Notes

Reaction equation

HRID 577174 reaction equation
[CH2:1]([C:3]1[C:8]([CH2:9][S:10][C:11]2[N:16]=[C:15]([OH:17])[CH:14]=[C:13]([CH3:18])[N:12]=2)=[CH:7][CH:6]=[CH:5][N:4]=1)[CH3:2].[ClH:19].O1CCOCC1>CO>[ClH:19].[CH2:1]([C:3]1[C:8]([CH2:9][S:10][C:11]2[N:16]=[C:15]([OH:17])[CH:14]=[C:13]([CH3:18])[N:12]=2)=[CH:7][CH:6]=[CH:5][N:4]=1)[CH3:2]

Participants

4

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 1784375952-[(2-ethyl-3-pyridinyl)methylsulfanyl]-6-methyl-1H-pyrimidin-4-one

Product 1

HCID 178437596HCID 178437596, compoundYield 97.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a 0° C. mixture of 2-{[(2-ethylpyridin-3-yl)methyl]sulfanyl}-6-methylpyrimidin-4-ol (1.0 g, 3.8 mmol) in MeOH (15 mL) was added 4 M HCl/dioxane (4 mL, 16 mmol). The solution was evaporated and dried in vacuo, affording the title compound (1.1 g, 97% yield); 1H NMR (500 MHz, DMSO-d6): δ 1.35 (t, 3H, J=7.5 Hz), 2.21 (s, 3H), 3.22 (m, 2H), 4.59 (s, 2H), 6.12 (s, 1H), 7.88 (t, 1H, J=7.5 Hz), 8.69 (m, 2H); M+ 262.

Workup

  1. customThe solution was evaporated
  2. customdried in vacuo

Sources & evidence

ORD record
ord-8cea25d90227460aa70b3c1f50b82aca
Source dataset
uspto-grants-2015_05
Patent number
US09040538B2

Reaction notes

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