1,4-Dioxane hydrochloride → HCID 178429431, compound

HRID 577002Notes

Reaction equation

HRID 577002 reaction equation
[CH3:1][C:2]1[N:7]=[C:6]([S:8][CH2:9][C:10]2[CH:11]=[C:12]3[C:17](=[CH:18][CH:19]=2)[N:16]=[CH:15][CH:14]=[N:13]3)[N:5]=[C:4]([OH:20])[CH:3]=1.[ClH:21].O1CCOCC1>CO>[ClH:21].[ClH:21].[CH3:1][C:2]1[N:7]=[C:6]([S:8][CH2:9][C:10]2[CH:11]=[C:12]3[C:17](=[CH:18][CH:19]=2)[N:16]=[CH:15][CH:14]=[N:13]3)[N:5]=[C:4]([OH:20])[CH:3]=1

Participants

4

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 178429430HCID 178429430, compound

Product 1

HCID 178429431HCID 178429431, compoundYield 97%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a mixture of 6-methyl-2-[(quinoxalin-6-ylmethyl)sulfanyl]pyrimidin-4-ol (650 mg, 2.3 mmol) in MeOH (3 mL) was added 4 M HCl/dioxane (3 mL, 12.0 mmol). The mixture became clear, and a solid precipitated. The solid material was recovered by filtration, washed with diethyl ether (2×20 mL), and dried in vacuo, affording the title compound (797 mg, 97% yield); 1H NMR (400 MHz, DMSO-d6): δ 2.25 (s, 3H), 4.66 (s, 2H), 6.11 (s, 1H), 7.94 (dd, 1H, J=2.0 Hz, 8.6 Hz), 8.07 (d, 1H, J=8.6 Hz), 8.16 (d, 1H, J=1.7 Hz), 8.94 (m, 2H); M+ 285.

Workup

  1. customa solid precipitated
  2. filtrationThe solid material was recovered by filtration
  3. washwashed with diethyl ether (2×20 mL)
  4. customdried in vacuo

Sources & evidence

ORD record
ord-9f30df6b2c9149b3a23053e3e949dbad
Source dataset
uspto-grants-2015_05
Patent number
US09040538B2

Reaction notes

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