Chlorotrimethylsilane → HCID 22372113, compound

HRID 725826Notes

Reaction equation

HRID 725826 reaction equation
C(N(CC)CC)C.Cl[Si:9]([CH3:12])([CH3:11])[CH3:10].[NH2:13][C:14]1[N:19]2[N:20]=[CH:21][CH:22]=[C:18]2[N:17]=[C:16]([CH2:23][CH2:24][CH:25]([OH:27])[CH3:26])[CH:15]=1.C([O-])(O)=O.[Na+]>C1COCC1>[NH2:13][C:14]1[N:19]2[N:20]=[CH:21][CH:22]=[C:18]2[N:17]=[C:16]([CH2:23][CH2:24][CH:25]([O:27][Si:9]([CH3:12])([CH3:11])[CH3:10])[CH3:26])[CH:15]=1

Participants

6

Reactant 4

HCID 6397ChlorotrimethylsilaneHCID 8471TriethylamineHCID 516892Sodium BicarbonateHCID 19709716HCID 19709716, compound

Product 1

HCID 22372113HCID 22372113, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Triethylamine (400 μl) and chlorotrimethylsilane (680 μl ) were added to 5 ml of a THF solution containing 500 mg of the crystals obtained in step (6), and the mixture was stirred at room temperature for 12 hours. After completion of the reaction, a saturated aqueous NaHCO3 solution was added and the reaction mixture was extracted with dichloromethane. The organic layer was collected, washed with water and a saturated saline solution, dried over anhydrous sodium sulfate and concentrated under reduced pressure. n-Hexane was added to the residue. The crystals precipitated were collected by filtration to provide 520 mg of 7-amino-5-(3-trimethylsilyloxybutyl) pyrazolo[1,5-a]pyrimidine as colorless crystals.

Workup

  1. customAfter completion of the reaction
  2. extractionthe reaction mixture was extracted with dichloromethane
  3. customThe organic layer was collected
  4. washwashed with water
  5. dry with materiala saturated saline solution, dried over anhydrous sodium sulfate
  6. concentrationconcentrated under reduced pressure
  7. additionn-Hexane was added to the residue
  8. customThe crystals precipitated
  9. filtrationwere collected by filtration

Sources & evidence

ORD record
ord-6888eca30d1c45eaa797aedac1e3d620
Source dataset
uspto-grants-1998_01
Patent number
US05707997

Reaction notes

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