Triethylamine → HCID 20654271, compound

HRID 1977039Notes

Reaction equation

HRID 1977039 reaction equation
[F:1][C:2]1[CH:26]=[CH:25][C:5]([O:6][CH2:7][CH:8]2[CH2:24][N:12]3[CH2:13][CH2:14][N:15]([C:17]4[N:18]=[N:19][C:20](Cl)=[CH:21][CH:22]=4)[CH2:16][CH:11]3[CH2:10][CH2:9]2)=[CH:4][CH:3]=1.C(N(CC)CC)C.[H][H]>C(O)C.[Pd]>[F:1][C:2]1[CH:26]=[CH:25][C:5]([O:6][CH2:7][CH:8]2[CH2:24][N:12]3[CH2:13][CH2:14][N:15]([C:17]4[N:18]=[N:19][CH:20]=[CH:21][CH:22]=4)[CH2:16][CH:11]3[CH2:10][CH2:9]2)=[CH:4][CH:3]=1

Participants

6

Reactant 3

HCID 8471TriethylamineHCID 21997244HCID 21997244, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 20654271HCID 20654271, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of 0.150 g (0.363 mmol) of (7RS,9aSR)-7-(4-fluorophenoxy)methyl-2-(6-chloropyridazin-3-yl)-2,3,4,6,7,8,9,9a-octahydro-1H-pyrido[1,2-a]pyrazine (Example 32), 0.10 mL (0.72 mmol) of triethylamine, and 20 mg of 10% Pd/C in 10 mL of ethanol were shaken under 50 psi of hydrogen for 18 h. The mixture was filtered through Celite and the filtrate was evaporated. The residue was dissolved in chloroform, washed with water, dried (magenesium sulfate), filtered and evaporated. mp (—HCl) 246-250° C. HRMS calcd for C19H23FN4O: 342.1851, found: 342.1826.

Workup

  1. filtrationThe mixture was filtered through Celite
  2. customthe filtrate was evaporated
  3. dissolutionThe residue was dissolved in chloroform
  4. washwashed with water
  5. dry with materialdried (magenesium sulfate)
  6. filtrationfiltered
  7. customevaporated
  8. custommp (—HCl) 246-250° C

Sources & evidence

ORD record
ord-a00dde3dd47247e1bdb155471f8a7f3b
Source dataset
uspto-grants-2001_05
Patent number
US06231833B1

Reaction notes

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