Nitronium tetrafluoroborate → HCID 57593186, compound

HRID 1785420Notes

Reaction equation

HRID 1785420 reaction equation
[CH3:1][S:2][C:3]1[N:8]=[C:7]([N:9]2[C:14]3=[N:15][C:16]([C:20]4[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=4)=[CH:17][C:18](=[O:19])[N:13]3[CH2:12][CH2:11][CH2:10]2)[CH:6]=[CH:5][N:4]=1.F[B-](F)(F)F.[O:31]=[N+:32]=[O:33]>ClCCl>[CH3:1][S:2][C:3]1[N:8]=[C:7]([N:9]2[C:14]3=[N:15][C:16]([C:20]4[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=4)=[C:17]([N+:32]([O-:33])=[O:31])[C:18](=[O:19])[N:13]3[CH2:12][CH2:11][CH2:10]2)[CH:6]=[CH:5][N:4]=1

Participants

4

Reactant 2

HCID 11073463Nitronium tetrafluoroborateHCID 57593182HCID 57593182, compound

Product 1

HCID 57593186HCID 57593186, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a stirring solution of 9-(2-methylsulfanyl-pyrimidin-4-yl)-2-phenyl-6,7,8,9-tetrahydro-pyrimido[1,2-a]pyrimidin-4-one (500 mg, 1.42 mmol) in dichloromethane (10 mL) at 0° C. under nitrogen was added nitronium tetrafluoroborate in a 0.5M solution (7 mL, 3.55 mmol). External cooling removed and reaction warmed to room temperature while stirring for 1 h. Reaction washed with 5% sodium bicarbonate and saturated ammonium chloride. Organic concentrated under vacuum and orange solid isolated after purification on silica. M+1=397.

Workup

  1. temperatureExternal cooling
  2. customremoved
  3. customreaction
  4. customReaction
  5. washwashed with 5% sodium bicarbonate and saturated ammonium chloride
  6. concentrationOrganic concentrated under vacuum and orange solid
  7. customisolated
  8. customafter purification on silica

Sources & evidence

ORD record
ord-f32cf1765b564eff980403959051d5ac
Source dataset
uspto-grants-2009_03
Patent number
US07504403B2

Reaction notes

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