2,4,6-Trimethylpyridine → HCID 22644528, compound

HRID 353421Notes

Reaction equation

HRID 353421 reaction equation
C([O:3][P:4]([CH2:9][O:10][CH2:11][CH2:12][NH:13][OH:14])(=[O:8])[O:5]CC)C.N1C(C)=CC(C)=CC=1C>C(Cl)Cl>[OH:14][NH:13][CH2:12][CH2:11][O:10][CH2:9][P:4](=[O:3])([OH:8])[OH:5]

Participants

4

Reactant 2

HCID 79532,4,6-TrimethylpyridineHCID 73948924HCID 73948924, compound

Product 1

HCID 22644528HCID 22644528, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
100 °C

Procedure

With reference to K-L. Yu, J. J. Bronson, H. Yang, A. Patick, M. Alam, V. Brankovan, R. Datema, M. J. M. Hitchcock, J. C. Martin, J. Med. Chem. 1992, 35, 2958-2969 0.5 mol [2-(N-hydroxyamino)-ethoxy]methylphosphonic acid diethylester and 1 mol 2,4,6-collidine in 5 ml of absolute methylenechloride are stirred under argon for one hour at a temperature of 0° C. After allowing to stand for 16 hours at room temperature the solution is concentrated in vacuum, taken up in watery acetone and stirred for 14 hours. Subsequently it is taken up in in NaOH and heated to 100° C. for 2 h. After cooling-off it is concentrated and the raw product purified by chromatography.

Workup

  1. concentrationthe solution is concentrated in vacuum
  2. concentrationAfter cooling-off it is concentrated
  3. customthe raw product purified by chromatography

Sources & evidence

ORD record
ord-99bcc955344c49a2a3417fd8d7d45511
Source dataset
uspto-grants-2004_06
Patent number
US06753324B2

Reaction notes

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