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

HRID 1952780Notes

Reaction equation

HRID 1952780 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-88aeee078fc04165a1649980b2d8b6d0
Source dataset
uspto-grants-2000_09
Patent number
US06114339

Reaction notes

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