HCID 20267952, compound → HCID 14898255, compound

HRID 1719251Notes

Reaction equation

HRID 1719251 reaction equation
O1CCCCC1[O:7][CH2:8][C:9]1[CH:25]=[CH:24][C:12]([CH2:13][O:14][CH2:15][N:16]2[CH:21]=[C:20]([Cl:22])[CH:19]=[N:18][C:17]2=[O:23])=[CH:11][CH:10]=1>CO.C(Cl)(Cl)Cl>[OH:7][CH2:8][C:9]1[CH:25]=[CH:24][C:12]([CH2:13][O:14][CH2:15][N:16]2[CH:21]=[C:20]([Cl:22])[CH:19]=[N:18][C:17]2=[O:23])=[CH:11][CH:10]=1

Participants

4

Reactant 1

HCID 20267952HCID 20267952, compound

Product 1

HCID 14898255HCID 14898255, compoundYield 60%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 6212ChloroformSolvent

Procedure

Dowex 50W-X8 ion exchanger in the acid form (0.29 g) was added to a solution of 1-[4-(tetrahydropyran-2-yloxymethyl)benzyloxy]methyl-5-chloropyrimidin-2-one (see Example 19) (1.2 mmol) in methanol (2 ml) and chloroform (0.5 ml) and the mixture stirred at room temperature for 2.5 hours. The ion exchanger was then removed by filtration and the filtrate evaporated to dryness at reduced pressure without heating. The residue was the title compound in the form of a non-crystalline material, obtained in 60% yield. 1H NMR (CDCl3): δ4.5-5.0 (2CH2), 5.38 (NCH2), 7.43 (Ph), 8.00 and 8.60 (H-4, H-6, J 4 Hz).

Workup

  1. customThe ion exchanger was then removed by filtration
  2. customthe filtrate evaporated to dryness at reduced pressure
  3. temperaturewithout heating
  4. customobtained in 60% yield

Sources & evidence

ORD record
ord-c25431416b724b5f8dff42cb5f244dc8
Source dataset
uspto-grants-1985_09
Patent number
US04539324

Reaction notes

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