Phosphorus oxychloride → HCID 86665888, compound

HRID 75425Notes

Reaction equation

HRID 75425 reaction equation
[CH:1]12[O:8][CH:5]([CH2:6][CH2:7]1)[CH2:4][N:3]([C:9]1[CH:14]=[C:13]([N:15]3[CH2:21][CH:20]4[O:22][CH:17]([CH2:18][CH2:19]4)[CH2:16]3)[N:12]=[C:11](O)[N:10]=1)[CH2:2]2.O=P(Cl)(Cl)[Cl:26]>>[Cl:26][C:11]1[N:10]=[C:9]([N:3]2[CH2:4][CH:5]3[O:8][CH:1]([CH2:7][CH2:6]3)[CH2:2]2)[CH:14]=[C:13]([N:15]2[CH2:21][CH:20]3[O:22][CH:17]([CH2:18][CH2:19]3)[CH2:16]2)[N:12]=1

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 178517877HCID 178517877, compound

Product 1

HCID 86665888HCID 86665888, compoundYield 93%

Conditions

Temperature
100 °C

Procedure

In a 25 mL round-bottomed flask was placed 4,6-di(8-oxa-3-azabicyclo[3.2.1]octan-3-yl)pyrimidin-2-ol (27), 12 mg, 0.038 mmol) in POCl3 (3 ml) to give a yellow solution. The mixture was stirred at 100° C. for 4 h. The mixture was cool to room temperature, poured on ice, and extracted with dichloromethane. The organic phase was dried over MgSO4, filtered and concentrated to give the title compound as a white crystalline solid (12 mg, 93%).

Workup

  1. customIn a 25 mL round-bottomed flask was placed
  2. temperatureThe mixture was cool to room temperature
  3. additionpoured on ice
  4. extractionextracted with dichloromethane
  5. dry with materialThe organic phase was dried over MgSO4
  6. filtrationfiltered
  7. concentrationconcentrated

Sources & evidence

ORD record
ord-4efd0c7fad3648f0a27c02c0fdeebb29
Source dataset
uspto-grants-2014_09
Patent number
US08835429B2

Reaction notes

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