4-Fluorobenzylamine → HCID 57855387, compound

HRID 547387Notes

Reaction equation

HRID 547387 reaction equation
[CH2:1]([O:8][C:9]1[C:14]2=[N:15][C:16]([C:21](OC)=[O:22])=[C:17]([OH:20])[C:18](=[O:19])[N:13]2[CH:12]=[CH:11][CH:10]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[F:25][C:26]1[CH:33]=[CH:32][C:29]([CH2:30][NH2:31])=[CH:28][CH:27]=1>CO>[F:25][C:26]1[CH:33]=[CH:32][C:29]([CH2:30][NH:31][C:21]([C:16]2[N:15]=[C:14]3[C:9]([O:8][CH2:1][C:2]4[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=4)=[CH:10][CH:11]=[CH:12][N:13]3[C:18](=[O:19])[C:17]=2[OH:20])=[O:22])=[CH:28][CH:27]=1

Participants

4

Reactant 2

HCID 673264-FluorobenzylamineHCID 67198038HCID 67198038, compound

Product 1

HCID 57855387HCID 57855387, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
80 °C

Procedure

To a solution of methyl 9-(benzyloxy)-3-hydroxy-4-oxo-4H-pyrido[1,2-a]pyrimidine-2-carboxylate in MeOH was added p-fluorobenzylamine. The solution was stirred at 80° C. for 24 hours. The solvent was removed under reduced pressure and the residue washed with diethylether. The product was purified by preparative RP-HPLC, using water (0.1% TFA) and acetonitrile (0.1% TFA) as eluants (column: C18). The product was obtained after lyophilization of the pooled product fractions as bright yellow fluffy material.

Workup

  1. customThe solvent was removed under reduced pressure
  2. washthe residue washed with diethylether
  3. customThe product was purified by preparative RP-HPLC
  4. customThe product was obtained after lyophilization of the pooled product fractions as bright yellow fluffy material

Sources & evidence

ORD record
ord-b3128afa580e4b7180142df09a1cde8e
Source dataset
uspto-grants-2011_05
Patent number
US07939537B2

Reaction notes

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