1,4-Dioxane hydrochloride → HCID 178429447, compound

HRID 576921Notes

Reaction equation

HRID 576921 reaction equation
[CH3:1][C:2]1[N:7]=[C:6]([S:8][CH2:9][C:10]2[CH:11]=[N:12][CH:13]=[CH:14][CH:15]=2)[N:5]=[C:4]([OH:16])[CH:3]=1.[ClH:17].O1CCOCC1>CO>[ClH:17].[CH3:1][C:2]1[N:7]=[C:6]([S:8][CH2:9][C:10]2[CH:11]=[N:12][CH:13]=[CH:14][CH:15]=2)[N:5]=[C:4]([OH:16])[CH:3]=1

Participants

4

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 1784294466-methyl-2-(pyridin-3-ylmethylsulfanyl)-1H-pyrimidin-4-one

Product 1

HCID 178429447HCID 178429447, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 6-methyl-2-[(pyridin-3-ylmethyl)sulfanyl]pyrimidin-4-ol (153 mg, 0.66 mmol) in MeOH (3 mL) was added 4 M HCl/dioxane (1 mL, 4.0 mmol). The mixture was evaporated and dried in vacuo, affording the title compound (176 mg, 99% yield); 1H NMR (400 MHz, DMSO-d6): δ 2.23 (s, 3H), 4.52 (s, 2H), 6.09 (s (br), 1H), 8.03 (td, 1H, J=5.9 Hz, 8.0 Hz), 8.68 (d, 1H, J=8.2 Hz), 8.81 (d, 1H, J=5.3 Hz), 9.05 (s, 1H); M+ 234.

Workup

  1. customThe mixture was evaporated
  2. customdried in vacuo

Sources & evidence

ORD record
ord-d97b49b324514525b2e173fc876b6717
Source dataset
uspto-grants-2015_05
Patent number
US09040538B2

Reaction notes

Loading…