Methanol → HCID 178516343, compound

HRID 2100294Notes

Reaction equation

HRID 2100294 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-07dd7e2097da4b13b4dd0707e887e998
Source dataset
uspto-grants-2009_08
Patent number
US07572791B2

Reaction notes

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