Phosphorus tribromide → 6-(Bromomethyl)pyrido[3,2-d]pyrimidine-2,4-diamine

HRID 1720885Notes

Reaction equation

HRID 1720885 reaction equation
[NH2:1][C:2]1[N:3]=[C:4]([NH2:14])[C:5]2[N:11]=[C:10]([CH2:12]O)[CH:9]=[CH:8][C:6]=2[N:7]=1.P(Br)(Br)[Br:16]>C1COCC1>[NH2:1][C:2]1[N:3]=[C:4]([NH2:14])[C:5]2[N:11]=[C:10]([CH2:12][Br:16])[CH:9]=[CH:8][C:6]=2[N:7]=1

Participants

4

Reactant 2

HCID 24614Phosphorus tribromideHCID 13345225(2,4-Diaminopyrido[3,2-d]pyrimidin-6-yl)methanol

Product 1

HCID 133452266-(Bromomethyl)pyrido[3,2-d]pyrimidine-2,4-diamine

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A suspension of 0.72 g (3.77 mmol) of 6 in 12 mL dry THF was stirred for 8 hours with 1 mL of phosphorus tribromide. The precipitated solid was filtered, washed with cold 50% THF-Ether, and dried to give 7. Because of the instability, this compound was not purified further. The 1HNMR showed that the majority of the solid was the desired compound.

Workup

  1. filtrationThe precipitated solid was filtered
  2. washwashed with cold 50% THF-Ether
  3. customdried
  4. customto give 7
  5. customBecause of the instability, this compound was not purified further

Sources & evidence

ORD record
ord-1b4c9f0582cd4d69850c54a110e10b21
Source dataset
uspto-grants-1996_04
Patent number
US05508281

Reaction notes

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