Phosphorus oxychloride → 4-chloro-2,6-dimethyl-5H-pyrrolo[3,2-d]pyrimidine

HRID 2208120Notes

Reaction equation

HRID 2208120 reaction equation
[CH3:1][C:2]1[NH:3][C:4](=O)[C:5]2[NH:10][C:9]([CH3:11])=[CH:8][C:6]=2[N:7]=1.O=P(Cl)(Cl)[Cl:15]>C(#N)C>[Cl:15][C:4]1[C:5]2[NH:10][C:9]([CH3:11])=[CH:8][C:6]=2[N:7]=[C:2]([CH3:1])[N:3]=1

Participants

4

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 1357250272,6-Dimethyl-1H-pyrrolo[3,2-d]pyrimidin-4(5H)-one

Product 1

HCID 185110614-chloro-2,6-dimethyl-5H-pyrrolo[3,2-d]pyrimidine

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

2,6-Dimethyl-3,5-dihydro-4H-pyrrolo[3,2-d]pyrimidin-4-one from example A6 (87.00 g; 0.53 mol) is suspended in dry acetonitrile (870 mL). After addition of POCl3 (122 mL; 1.33 mol) the stirred reaction mixture is heated to gentle reflux for 18 hours.

Workup

  1. customthe stirred reaction mixture
  2. temperatureis heated
  3. temperatureto gentle reflux for 18 hours

Sources & evidence

ORD record
ord-b754c72b18af465496773706eb5b0444
Source dataset
uspto-grants-2016_06
Patent number
US09376442B2

Reaction notes

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