HCID 22940598, compound → HCID 69436688, compound

HRID 1977061Notes

Reaction equation

HRID 1977061 reaction equation
C([N:8]1[CH2:13][CH2:12][N:11]2[CH2:14][C@H:15]([CH2:18][O:19][C:20]3[CH:25]=[CH:24][C:23]([F:26])=[CH:22][CH:21]=3)[CH2:16][CH2:17][C@@H:10]2[CH2:9]1)(OC(C)(C)C)=O>FC(F)(F)C(O)=O.O>[F:26][C:23]1[CH:22]=[CH:21][C:20]([O:19][CH2:18][C@H:15]2[CH2:14][N:11]3[CH2:12][CH2:13][NH:8][CH2:9][C@H:10]3[CH2:17][CH2:16]2)=[CH:25][CH:24]=1

Participants

4

Reactant 1

HCID 22940598HCID 22940598, compound

Product 1

HCID 69436688HCID 69436688, compoundYield 102.5%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6422Trifluoroacetic acidSolvent

Procedure

A solution of 0.20 g (0.55 mmol) of (7R,9aR)-2-BOC-7-(4-fluorophenoxy)methyl-2,3,4,6,7,8,9,9a-octahydro-1H-pyrido[1,2-a]pyrazine in 10 mL of trifluoroacetic acid and 3 mL of water was stirred at ambient temperature for 4 h. The mixture was concentrated in vacuo and the residue diluted with water. The solution was adjusted to pH 12 with 15% NaOH, and extracted with ethyl acetate (2×). The organic phase was dried (magnesium sulfate), filtered and evaporated to give 0.149 g of the title compound which was used without further purification for subsequent reactions.

Workup

  1. concentrationThe mixture was concentrated in vacuo
  2. additionthe residue diluted with water
  3. extractionextracted with ethyl acetate (2×)
  4. dry with materialThe organic phase was dried (magnesium sulfate)
  5. filtrationfiltered
  6. customevaporated

Sources & evidence

ORD record
ord-fd7a431ac226407880d3cd5d4fb65d78
Source dataset
uspto-grants-2001_05
Patent number
US06231833B1

Reaction notes

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