Methyl iodide → HCID 58484974, compound

HRID 1255445Notes

Reaction equation

HRID 1255445 reaction equation
[H-].[Na+].[Cl:3][C:4]1[N:13]=[CH:12][C:11]2[NH:10][C:9](=[O:14])[C@@H:8]([CH2:15][CH3:16])[N:7]([C@@H:17]3[CH2:21][CH2:20][C:19]([F:23])([F:22])[CH2:18]3)[C:6]=2[N:5]=1.[CH3:24]I>CC(N(C)C)=O>[Cl:3][C:4]1[N:13]=[CH:12][C:11]2[N:10]([CH3:24])[C:9](=[O:14])[C@@H:8]([CH2:15][CH3:16])[N:7]([C@@H:17]3[CH2:21][CH2:20][C:19]([F:23])([F:22])[CH2:18]3)[C:6]=2[N:5]=1

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 86658722HCID 86658722, compound

Product 1

HCID 58484974HCID 58484974, compoundYield 94.1%

Reagents, catalysts & solvents 1

HCID 31374DimethylacetamideSolvent

Procedure

60% sodium hydride in mineral oil (22.41 mg, 0.56 mmol) was added to a mixture of (R)-2-chloro-8-((R)-3,3-difluorocyclopentyl)-7-ethyl-7,8-dihydropteridin-6(5H)-one (169 mg, 0.53 mmol) and methyl iodide (36.54 μL, 0.59 mmol) in dimethylacetamide (1.7 mL). The reaction mixture was stirred at room temperature for 1 hour. Ice was added to the reaction mixture. A solid crashed out and was filtered off, rinsing with water. The solid was dried in a pistol under vacuo at 70° C. The compound was obtained as a white solid (165 mg, 94% yield).

Workup

  1. additionIce was added to the reaction mixture
  2. filtrationwas filtered off
  3. washrinsing with water
  4. customThe solid was dried in a pistol under vacuo at 70° C

Sources & evidence

ORD record
ord-18097ee34f6b4a7ab22dec9c12fdb240
Source dataset
uspto-grants-2013_06
Patent number
US08461149B2

Reaction notes

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