Sodium Sulfate → HCID 117821552, compound

HRID 59099Notes

Reaction equation

HRID 59099 reaction equation
[CH3:1][S:2](Cl)(=[O:4])=[O:3].[Cl:6][C:7]1[N:12]=[C:11]([CH2:13][OH:14])[CH:10]=[C:9]([CH2:15][O:16][CH2:17][C:18]([F:21])([F:20])[F:19])[N:8]=1.C(N(CC)C(C)C)(C)C.S([O-])([O-])(=O)=O.[Na+].[Na+]>C(Cl)Cl.[Cl-].[Na+].O>[CH3:1][S:2]([O:14][CH2:13][C:11]1[CH:10]=[C:9]([CH2:15][O:16][CH2:17][C:18]([F:21])([F:19])[F:20])[N:8]=[C:7]([Cl:6])[N:12]=1)(=[O:4])=[O:3]

Participants

7

Reactant 4

HCID 24436Sodium SulfateHCID 31297Methanesulfonyl chlorideHCID 81531DiisopropylethylamineHCID 117820822HCID 117820822, compound

Product 1

HCID 117821552HCID 117821552, compoundYield 103.3%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolvent2×HCID 57417360Sodium chloride; waterSolvent

Procedure

A solution of methanesulfonyl chloride (0.13 mL, 1.64 mmol) in DCM (2 mL) was cooled at −30° C. (2-Chloro-6-((2,2,2-trifluoroethoxy)methyl)pyrimidin-4-yl)methanol (0.35 g, 1.36 mmol) and N,N-diisopropylethylamine (0.45 mL, 2.73 mmol) in DCM (15 mL) were added. The mixture was stirred for 10 min. Brine (50%, 50 mL) was added. The organic phase was isolated using a phase separator containing sodium sulfate. The solvents were evaporated to give the title compound 0.47 g (quant).

Workup

  1. additionwere added
  2. customThe organic phase was isolated
  3. customThe solvents were evaporated

Sources & evidence

ORD record
ord-01f643832a1b4ce9bacc9ba85d70effd
Source dataset
uspto-grants-2016_09
Patent number
US09439904B2

Reaction notes

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