Hydrochloric Acid → HCID 54532291, compound

HRID 1369246Notes

Reaction equation

HRID 1369246 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[N:3][C:2]=1[NH:7][CH2:8][CH2:9][CH2:10][O:11][C:12]1[CH:13]=[CH:14][C:15]2[CH2:21][CH:20]([CH2:22][C:23]([O:25][CH2:26][CH3:27])=[O:24])[C:19]3[CH:28]=[CH:29][CH:30]=[CH:31][C:18]=3[CH2:17][C:16]=2[CH:32]=1.Cl.O1CCOCC1>[Pd].C(O)C>[N:1]1[CH2:6][CH2:5][CH2:4][NH:3][C:2]=1[NH:7][CH2:8][CH2:9][CH2:10][O:11][C:12]1[CH:13]=[CH:14][C:15]2[CH2:21][CH:20]([CH2:22][C:23]([O:25][CH2:26][CH3:27])=[O:24])[C:19]3[CH:28]=[CH:29][CH:30]=[CH:31][C:18]=3[CH2:17][C:16]=2[CH:32]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 54110855HCID 54110855, compound

Product 1

HCID 54532291HCID 54532291, compoundYield 114.8%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of ethyl (±)-10,11-dihydro-3-[3-(pyrimidin-2-ylamino)1-propyloxy]-5H-dibenzo[a,d]cycloheptene-10-acetate (0.17 g, 0.38 mmol), 10% palladium on charcoal (0.085 g, 0.08 mmol), 4 M HCl in dioxane (0.1 mL, 0.4 mmol) and ethanol (5 mL) was shaken under H2 (48 psi) for 6 hr, then the catalyst was removed by filtration through celite®. The filtrate was concentrated to give the title compound (0.19 g) as a yellow oil: MS (ES) 436.3 (M+H)+.

Workup

  1. customthe catalyst was removed by filtration through celite®
  2. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-1a96bf31acd2459691a73710ef7ad004
Source dataset
uspto-grants-2003_06
Patent number
US06576643B2

Reaction notes

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