Hydrochloric Acid → (S)-3-(4-(5-methyl-1H-tetrazol-1-yl)phenoxy)-1-(piperidin-4-yl)pyrrolidin-2-one hydrochloride salt

HRID 407951Notes

Reaction equation

HRID 407951 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([N:14]2[CH2:18][CH2:17][CH:16]([O:19][C:20]3[CH:25]=[CH:24][C:23]([N:26]4[C:30]([CH3:31])=[N:29][N:28]=[N:27]4)=[CH:22][CH:21]=3)[C:15]2=[O:32])[CH2:10][CH2:9]1)=O)(C)(C)C.[ClH:33]>C(Cl)Cl.O1CCOCC1>[ClH:33].[CH3:31][C:30]1[N:26]([C:23]2[CH:22]=[CH:21][C:20]([O:19][C@H:16]3[CH2:17][CH2:18][N:14]([CH:11]4[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]4)[C:15]3=[O:32])=[CH:25][CH:24]=2)[N:27]=[N:28][N:29]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 86688101tert-butyl-4-(3-(4-(5-methyl-1H-tetrazol-1-yl)phenoxy)-2-oxopyrrolidin-1-yl)piperidine-1-carboxylate

Product 1

HCID 67470530(S)-3-(4-(5-methyl-1H-tetrazol-1-yl)phenoxy)-1-(piperidin-4-yl)pyrrolidin-2-one hydrochloride saltYield 94%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Procedure

To a solution of tert-butyl-4-(3-(4-(5-methyl-1H-tetrazol-1-yl)phenoxy)-2-oxopyrrolidin-1-yl)piperidine-1-carboxylate (621 mg, 1.4 mmol) in DCM (15 mL) was added excess 4N HCl in dioxane (5 mL). The reaction was stirred for 4 hours and then concentrated in vacuo to yield (S)-3-(4-(5-methyl-1H-tetrazol-1-yl)phenoxy)-1-(piperidin-4-yl)pyrrolidin-2-one hydrochloride salt (501 mg, 94%) as an off white solid, which was used without any further purification.

Workup

  1. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-7a3839bf94fe40818d0710eb822da421
Source dataset
uspto-grants-2014_06
Patent number
US08754226B2

Reaction notes

Loading…