Pyridine → HCID 178487535, compound

HRID 967717Notes

Reaction equation

HRID 967717 reaction equation
[CH3:1][O:2][C:3]1[CH:11]=[C:10]2[C:6]([C:7](O)=[N:8][NH:9]2)=[CH:5][CH:4]=1.N1C=CC=CC=1.P(Cl)(Cl)([Cl:21])=O>>[Cl:21][C:7]1[C:6]2[C:10](=[CH:11][C:3]([O:2][CH3:1])=[CH:4][CH:5]=2)[NH:9][N:8]=1

Participants

4

Reactant 3

HCID 1049PyridineHCID 24813Phosphorus oxychlorideHCID 178487770HCID 178487770, compound

Product 1

HCID 178487535HCID 178487535, compoundYield 37.7%

Conditions

Temperature
70 °C

Procedure

To a solution of the product from Step B (1 g, 6.1 mmol) in pyridine (0.5 mL, 6.1 mmol) was added phosphorous oxychloride (0.9 mL, 9.2 mmol) and the mixture heated at 130–140° C. for 5 h. The reaction mixture was cooled to 70° C. and poured onto ice (100 g). After standing for 24 h, the solid was collected and dried to give a cream-colored solid (0.42 g): ES/LCMS m/z 181 (M−H)+.

Workup

  1. temperaturethe mixture heated at 130–140° C. for 5 h
  2. additionpoured onto ice (100 g)
  3. customthe solid was collected
  4. customdried

Sources & evidence

ORD record
ord-38ae7e769c0d4295ad742b65657005de
Source dataset
uspto-grants-2005_10
Patent number
US06956036B1

Reaction notes

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