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Water → HCID 18327906, compound

HRID 400422
Notes
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Reaction equation

HRID 400422 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]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 962WaterHCID 24813Phosphorus oxychlorideHCID 23302196Tert-butyl 4-hydroxy-4-(pyrimidin-2-yl)piperidine-1-carboxylate

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 was stirred one day at RT. The reaction was decomposed with water and extracted with DCM. The organic layer was dried and the solvent was removed to give 84 mg of the desired compound.

Workup

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

Sources & evidence

ORD record
ord-cff421de76354388805b8cdfcd739411
Source dataset
uspto-grants-2014_06
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08741892B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes