Water → HCID 18327906, compound

HRID 239122Notes

Reaction equation

HRID 239122 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][C:11](O)([C:14]2[N:19]=[CH:18][CH:17]=[CH:16][N:15]=2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].O=P(Cl)(Cl)Cl.O>N1C=CC=CC=1>[C:1]([O:5][C:6]([N:8]1[CH2:9][CH:10]=[C:11]([C:14]2[N:15]=[CH:16][CH:17]=[CH:18][N:19]=2)[CH2:12][CH2:13]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 3

HCID 962WaterHCID 24813Phosphorus oxychlorideHCID 23302196182416-02-0

Product 1

HCID 18327906HCID 18327906, compoundYield 81.6%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

110 mg 4-hydroxy-4-pyrimidin-2-yl-piperidine-1-carboxylic acid tert-butyl ester was dissolved in 2.5 mL pyridine and 0.18 ml phosphoroxychloride was added. The reaction mixture was stirred at RT for one day. The reaction was decomposed with water and extracted with DCM. The organic layer was dried and the solvent was removed to yield 84 mg of the desired compound. Rt: 1.31 min (method B), (M+H)+: 262

Workup

  1. extractionextracted with DCM
  2. customThe organic layer was dried
  3. customthe solvent was removed

Sources & evidence

ORD record
ord-e8ac4597748240d49ea30bef73882749
Source dataset
uspto-grants-2014_02
Patent number
US08642774B2

Reaction notes

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