HCID 68973104, compound → HCID 86625978, compound

HRID 658270Notes

Reaction equation

HRID 658270 reaction equation
[O:1]=[C:2]1[N:7]=[C:6]([NH:8]C(=O)C)[CH:5]=[CH:4][N:3]1[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][O:18][CH:19]1[CH2:24][CH2:23][CH2:22][CH2:21][O:20]1>N.CO>[NH2:8][C:6]1[CH:5]=[CH:4][N:3]([CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][O:18][CH:19]2[CH2:24][CH2:23][CH2:22][CH2:21][O:20]2)[C:2](=[O:1])[N:7]=1

Participants

4

Reactant 1

HCID 68973104HCID 68973104, compound

Product 1

HCID 86625978HCID 86625978, compoundYield 65.1%

Reagents, catalysts & solvents 2

HCID 222AmmoniaSolventHCID 887MethanolSolvent

Procedure

N-{2-Oxo-1-[6-(tetrahydro-pyran-2-yloxy)-hexyl]-1,2-dihydro-pyrimidin-4-yl}-acetamide (H) (0.44 g, 1.3 mmol) was dissolved in a solution of ammonia in MeOH (7 N) (50 ml). The mixture was stirred at room temperature for 16 h. After completion of the reaction the solvent was evaporated under reduced pressure and the crude material was purified over flash silica gel chromatography (CHCl3/MeOH, 10:1) to give compound 4-Amino-1-[6-(tetrahydro-pyran-2-yloxy)-hexyl]-1H-pyrimidin-2-one (I) as a semi-solid (0.25 g, 65%).

Workup

  1. customAfter completion of the reaction the solvent
  2. customwas evaporated under reduced pressure
  3. customthe crude material was purified over flash silica gel chromatography (CHCl3/MeOH, 10:1)

Sources & evidence

ORD record
ord-60351e6a5a654b9ab0c269888f8aed05
Source dataset
uspto-grants-2011_12
Patent number
US08076426B2

Reaction notes

Loading…