Methanol → HCID 178516343, compound

HRID 489137Notes

Reaction equation

HRID 489137 reaction equation
C([O:8][C:9]1[CH:25]=[CH:24][N:12]2[C:13](=[O:23])[CH:14]=[C:15]([N:17]3[CH2:22][CH2:21][O:20][CH2:19][CH2:18]3)[N:16]=[C:11]2[CH:10]=1)C1C=CC=CC=1.FC(F)(F)S(OS(C(F)(F)F)(=O)=O)(=O)=O.CO>ClCCl>[OH:8][C:9]1[CH:25]=[CH:24][N:12]2[C:13](=[O:23])[CH:14]=[C:15]([N:17]3[CH2:18][CH2:19][O:20][CH2:21][CH2:22]3)[N:16]=[C:11]2[CH:10]=1

Participants

5

Reactant 3

HCID 887MethanolHCID 67749Trifluoromethanesulfonic anhydrideHCID 69034070HCID 69034070, compound

Product 1

HCID 178516343HCID 178516343, compoundYield 48.8%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 8-benzyloxy-2-morpholinyl-4H-pyrido[1,2-a]pyrimidin-4-one (0.97 g, 2.9 mmol) in dichloromethane (50 ml) under nitrogen was treated dropwise with trifluoromethanesulfonic anhydride (1 ml, 6.0 mmol) and the mixture was stirred at RT overnight. Methanol (20 ml) was added and the solution stirred for a further 1 h, then the solution was evaporated to dryness. The residue was taken up in ethyl acetate, washed with brine, dried and then eluted through a silica column using a gradient of 0-5% methanol in ethyl acetate. The product was obtained as a brown powder (0.35 g)

Workup

  1. stirringthe solution stirred for a further 1 h
  2. customthe solution was evaporated to dryness
  3. washwashed with brine
  4. customdried
  5. washeluted through a silica column

Sources & evidence

ORD record
ord-18c9b284a2ad4673b45f0731b9c09016
Source dataset
uspto-grants-2005_12
Patent number
US06977255B2

Reaction notes

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