Dichloromethane → 6-amino-5-(piperidin-1-yl)pyrimidin-2(1H)-one

HRID 69878Notes

Reaction equation

HRID 69878 reaction equation
Br[C:2]1[C:3]([NH2:9])=[N:4][C:5](=[O:8])[NH:6][CH:7]=1.[NH:10]1[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]1.C(Cl)Cl>O>[NH2:9][C:3]1[NH:4][C:5](=[O:8])[N:6]=[CH:7][C:2]=1[N:10]1[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]1

Participants

5

Reactant 3

HCID 6344DichloromethaneHCID 8082PiperidineHCID 178509018HCID 178509018, compound

Product 1

HCID 690422586-amino-5-(piperidin-1-yl)pyrimidin-2(1H)-oneYield 89%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Method 8 was followed using 1 eq. of 5-bromocytosine and 15 eq. of piperidine (as solvent). The reaction was cooled and added to CH2Cl2 and H2O. The solid was filtered, rinsed with H2O, and dried yielding 6-amino-5-(piperidin-1-yl)pyrimidin-2(1H)-one as a solid (89%). LCMS (m/z): 195.0 (MH+); LC Rt=1.28 min.

Workup

  1. temperatureThe reaction was cooled
  2. filtrationThe solid was filtered
  3. washrinsed with H2O
  4. customdried

Sources & evidence

ORD record
ord-c9956fc30bc6468db63a70942c8e0fc7
Source dataset
uspto-grants-2014_09
Patent number
US08822497B2

Reaction notes

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