Sodium hydride → HCID 117652303, compound

HRID 1853391Notes

Reaction equation

HRID 1853391 reaction equation
[CH:1]1([CH2:4][OH:5])[CH2:3][CH2:2]1.[H-].[Na+].[Cl:8][C:9]1[C:14]([F:15])=[C:13](Cl)[N:12]=[CH:11][N:10]=1>C1COCC1>[Cl:8][C:9]1[C:14]([F:15])=[C:13]([O:5][CH2:4][CH:1]2[CH2:3][CH2:2]2)[N:12]=[CH:11][N:10]=1

Participants

5

Reactant 3

HCID 24758Sodium hydrideHCID 75644CyclopropanemethanolHCID 112866754,6-Dichloro-5-fluoropyrimidine

Product 1

HCID 117652303HCID 117652303, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

0.55 mL (5.99 mmol) cyclopropane methanol in 15 mL THF are charged with 0.31 g (7.19 mmol) NaH and the reaction mixture is stirred at r.t. for 10 min. Then 1.00 g (5.99 mmol) 4,6-dichloro-5-fluoro-pyrimidine are added and stirred at r.t. for 1 h. Afterwards the reaction is quenched by the addition of water and extracted with EtOAc. The organic layers are combined, washed with water (2×), dried over MgSO4, filtered and the solvent is removed in vacuo.

Workup

  1. stirringstirred at r.t. for 1 h
  2. customAfterwards the reaction is quenched by the addition of water
  3. extractionextracted with EtOAc
  4. washwashed with water (2×)
  5. dry with materialdried over MgSO4
  6. filtrationfiltered
  7. customthe solvent is removed in vacuo

Sources & evidence

ORD record
ord-c9dc597bce1a4c7dad0dba8538759e26
Source dataset
uspto-grants-2015_02
Patent number
US08962641B2

Reaction notes

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