Hydrochloric Acid → 2-Morpholino-2-oxoethyl 3-((4-oxo-1-phenyl-1,3,8-triazaspiro[4.5]decan-3-yl)methyl)benzoate

HRID 2362882Notes

Reaction equation

HRID 2362882 reaction equation
[O:1]1[CH2:6][CH2:5][N:4]([CH2:7][CH2:8][O:9][C:10]([C:12]2[CH:13]=[C:14]([CH:40]=[CH:41][CH:42]=2)[CH2:15][N:16]2[C:20](=[O:21])[C:19]3([CH2:26][CH2:25][N:24](C(OC(C)(C)C)=O)[CH2:23][CH2:22]3)[N:18]([C:34]3[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=3)[CH2:17]2)=[O:11])[CH2:3][CH2:2]1.Cl.[O:44]1CCOCC1>>[O:21]=[C:20]1[C:19]2([CH2:22][CH2:23][NH:24][CH2:25][CH2:26]2)[N:18]([C:34]2[CH:39]=[CH:38][CH:37]=[CH:36][CH:35]=2)[CH2:17][N:16]1[CH2:15][C:14]1[CH:13]=[C:12]([CH:42]=[CH:41][CH:40]=1)[C:10]([O:9][CH2:8][C:7]([N:4]1[CH2:3][CH2:2][O:1][CH2:6][CH2:5]1)=[O:44])=[O:11]

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 58046752Tert-butyl 3-(3-((2-morpholinoethoxy)carbonyl)benzyl)-4-oxo-1-phenyl-1,3,8-triazaspiro[4.5]decane-8-carboxylate

Product 1

HCID 666520632-Morpholino-2-oxoethyl 3-((4-oxo-1-phenyl-1,3,8-triazaspiro[4.5]decan-3-yl)methyl)benzoate

Procedure

To tert-butyl 3-(3-((2-morpholinoethoxy)carbonyl)benzyl)-4-oxo-1-phenyl-1,3,8-triazaspiro[4.5]decane-8-carboxylate (0.22 g, 0.38 mmol) was added 4M solution of HCl in dioxane (4 mL). After stirring at room temperature for 2 hours, the reaction mixture was concentrated in vacuo to obtain 2-morpholino-2-oxoethyl 3-((4-oxo-1-phenyl-1,3,8-triazaspiro[4.5]decan-3-yl)methyl)benzoate as a hydrochloride salt.

Workup

  1. concentrationthe reaction mixture was concentrated in vacuo

Sources & evidence

ORD record
ord-265bd30928514799a1edd4041d0e2b33
Source dataset
uspto-grants-2014_04
Patent number
US08691836B2

Reaction notes

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