Diethyl Ether → N-[2-[[(2,3-Difluorophenyl)methyl]thio]-6-methoxypyrimidin-4-yl]piperazine-1-sulfonamide, hydrochloride salt

HRID 1175522Notes

Reaction equation

HRID 1175522 reaction equation
FC(F)(F)C(O)=O.[F:8][C:9]1[C:14]([F:15])=[CH:13][CH:12]=[CH:11][C:10]=1[CH2:16][S:17][C:18]1[N:23]=[C:22]([NH:24][S:25]([N:28]2[CH2:33][CH2:32][NH:31][CH2:30][CH2:29]2)(=[O:27])=[O:26])[CH:21]=[C:20]([O:34][CH3:35])[N:19]=1.CCOCC.[ClH:41].O1CCOCC1>>[ClH:41].[F:8][C:9]1[C:14]([F:15])=[CH:13][CH:12]=[CH:11][C:10]=1[CH2:16][S:17][C:18]1[N:23]=[C:22]([NH:24][S:25]([N:28]2[CH2:29][CH2:30][NH:31][CH2:32][CH2:33]2)(=[O:27])=[O:26])[CH:21]=[C:20]([O:34][CH3:35])[N:19]=1

Participants

4

Reactant 3

HCID 3283Diethyl EtherHCID 204431481,4-Dioxane hydrochlorideHCID 67051309N-[2-[[(2,3-Difluorophenyl)methyl]thio]-6-methoxypyrimidin-4-yl]piperazine-1-sulfonamide, trifluoroacetate salt2×

Product 1

HCID 131728548N-[2-[[(2,3-Difluorophenyl)methyl]thio]-6-methoxypyrimidin-4-yl]piperazine-1-sulfonamide, hydrochloride salt

Procedure

A solution of N-[2-[[(2,3-Difluorophenyl)methyl]thio]-6-methoxypyrimidin-4-yl]piperazine-1-sulfonamide, trifluoroacetate salt (the product of example 36, 0.6 g) in 4N HCl/dioxane (2 mL) and Et2O (20 mL) was stirred at room temperature for 20 min. The resulting suspension was filtered and the residue dried in a vacuum oven at 40° C. for 2 h to give the subtitle compound as a white solid. Yield: 0.55 g.

Workup

  1. filtrationThe resulting suspension was filtered
  2. customthe residue dried in a vacuum oven at 40° C. for 2 h

Sources & evidence

ORD record
ord-97a9120328b1478b89b0a46736697bdb
Source dataset
uspto-grants-2010_11
Patent number
US07838675B2

Reaction notes

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