1,4-Dioxane hydrochloride → HCID 178429444, compound

HRID 630004Notes

Reaction equation

HRID 630004 reaction equation
[Cl:1][C:2]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)=[CH:6][CH:5]=[CH:4][N:3]=1.Cl.O1CCOCC1>CO>[ClH:1].[Cl:1][C:2]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)=[CH:6][CH:5]=[CH:4][N:3]=1

Participants

4

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 178429443HCID 178429443, compound

Product 1

HCID 178429444HCID 178429444, compoundYield 182.3%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of 2-{[(2-chloropyridin-3-yl)methyl]sulfanyl}-6-methylpyrimidin-4-ol (400 mg, 1.5 mmol) in MeOH (5 mL) was added 4 M HCl/dioxane (2 mL, 8.0 mmol). The mixture was evaporated and dried in vacuo, affording the title compound (416 mg, 91% yield); 1H NMR (400 MHz, DMSO-d6): δ 2.20 (s, 3H), 4.42 (s, 2H), 6.05 (s, 1H), 7.39 (td, 1H, J=2.7 Hz, 7.4 Hz), 8.05 (dd, 1H, J=2.0 Hz, 7.6 Hz), 8.30 (dd, 1H, J=2.0 Hz, 6.7 Hz); M−266.

Workup

  1. customThe mixture was evaporated
  2. customdried in vacuo

Sources & evidence

ORD record
ord-fbb13015fc754c5482cbef9df492e971
Source dataset
uspto-grants-2016_04
Patent number
US09315521B2

Reaction notes

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