Hydrochloric Acid → 3-(1,3-Dioxolan-2-yl)propyl 4-(5-((3-(amino(phenyl)methyl)phenoxy)methyl)-1,2,4-oxadiazol-3-yl)benzoate hydrochloride

HRID 332711Notes

Reaction equation

HRID 332711 reaction equation
[ClH:1].O1CCOCC1.C(OC([NH:15][CH:16]([C:47]1[CH:52]=[CH:51][CH:50]=[CH:49][CH:48]=1)[C:17]1[CH:18]=[C:19]([CH:44]=[CH:45][CH:46]=1)[O:20][CH2:21][C:22]1[O:26][N:25]=[C:24]([C:27]2[CH:43]=[CH:42][C:30]([C:31]([O:33][CH2:34][CH2:35][CH2:36][CH:37]3[O:41][CH2:40][CH2:39][O:38]3)=[O:32])=[CH:29][CH:28]=2)[N:23]=1)=O)(C)(C)C>>[ClH:1].[NH2:15][CH:16]([C:47]1[CH:52]=[CH:51][CH:50]=[CH:49][CH:48]=1)[C:17]1[CH:18]=[C:19]([CH:44]=[CH:45][CH:46]=1)[O:20][CH2:21][C:22]1[O:26][N:25]=[C:24]([C:27]2[CH:28]=[CH:29][C:30]([C:31]([O:33][CH2:34][CH2:35][CH2:36][CH:37]3[O:38][CH2:39][CH2:40][O:41]3)=[O:32])=[CH:42][CH:43]=2)[N:23]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 312751,4-DioxaneHCID 710933303-(1,3-Dioxolan-2-yl)propyl 4-(5-((3-(((tert-butoxycarbonyl)amino)(phenyl)-methyl)phenoxy)methyl)-1,2,4-oxadiazol-3-yl)benzoate

Product 1

HCID 710931763-(1,3-Dioxolan-2-yl)propyl 4-(5-((3-(amino(phenyl)methyl)phenoxy)methyl)-1,2,4-oxadiazol-3-yl)benzoate hydrochlorideYield 100%

Procedure

Hydrogen chloride in dioxan (4.0 M, 5 mL, 24 mmol) was added to 3-(1,3-dioxolan-2-yl)propyl 4-(5-((3-(((tert-butoxycarbonyl)amino)(phenyl)methyl)-phenoxy)methyl)-1,2,4-oxadiazol-3-yl)benzoate (0.237 g, 0.41 mmol), and the resultant solution was stirred at ambient temperature for 2 hours. The solvent was evaporated at reduced pressure to afford the title compound (0.212 g, 100%).

Workup

  1. customThe solvent was evaporated at reduced pressure

Sources & evidence

ORD record
ord-aef10648651343aea4a536ef093fa3e1
Source dataset
uspto-grants-2014_11
Patent number
US08877774B2

Reaction notes

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