HCID 69144794, compound → HCID 178426572, compound

HRID 2223920Notes

Reaction equation

HRID 2223920 reaction equation
C(OC([N:8]([CH2:19][CH2:20][C:21]1([CH2:27][CH2:28][N:29]2[CH2:34][CH2:33][CH:32]([N:35]([C:43]3[CH:48]=[CH:47][C:46]([CH3:49])=[CH:45][N:44]=3)[C:36]([C:38]3[O:39][CH:40]=[CH:41][CH:42]=3)=[O:37])[CH2:31][CH2:30]2)[CH2:26][CH2:25][CH2:24][CH2:23][CH2:22]1)[C:9]([NH2:18])=[N:10]C(OC(C)(C)C)=O)=O)(C)(C)C>Cl.O1CCOCC1.CO>[NH:8]([CH2:19][CH2:20][C:21]1([CH2:27][CH2:28][N:29]2[CH2:34][CH2:33][CH:32]([N:35]([C:43]3[CH:48]=[CH:47][C:46]([CH3:49])=[CH:45][N:44]=3)[C:36]([C:38]3[O:39][CH:40]=[CH:41][CH:42]=3)=[O:37])[CH2:31][CH2:30]2)[CH2:22][CH2:23][CH2:24][CH2:25][CH2:26]1)[C:9]([NH2:18])=[NH:10]

Participants

4

Reactant 1

HCID 69144794HCID 69144794, compound

Product 1

HCID 178426572HCID 178426572, compoundYield 93.1%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 204431481,4-Dioxane hydrochlorideSolvent

Procedure

N-[1-[2-[1-[2-(1,2-Di-tert-butoxycarbonylguanidino)ethyl]cyclohexyl]ethyl]piperidin-4-yl]-N-(5-methylpyridin-2-yl)-2-furancarboxamide (synthesized in Example 44) (105 mg) was dissolved in a 4N hydrochloric acid/1,4-dioxane solution (12 mL) and methanol (5 mL). The solution was stirred at room temperature for 2 days. The solvent was distilled off under reduced pressure and the resulting residue was crystallized (from methanol-ethyl acetate) to give the title compound (69 mg).

Workup

  1. distillationThe solvent was distilled off under reduced pressure
  2. customthe resulting residue was crystallized (from methanol-ethyl acetate)

Sources & evidence

ORD record
ord-522a84d2291841e1a12b56805b51aa45
Source dataset
uspto-grants-2008_05
Patent number
US07375115B2

Reaction notes

Loading…