Hydrochloric Acid → HCID 67469746, compound

HRID 407916Notes

Reaction equation

HRID 407916 reaction equation
[F:1][C:2]1[CH:28]=[C:27]([S:29]([CH3:32])(=[O:31])=[O:30])[CH:26]=[CH:25][C:3]=1[O:4][C@H:5]1[C@@H:9]([OH:10])[CH2:8][N:7]([CH:11]2[CH2:16][CH2:15][N:14](C(OC(C)(C)C)=O)[CH2:13][CH2:12]2)[C:6]1=[O:24].[ClH:33]>C(Cl)Cl.O1CCOCC1>[ClH:33].[F:1][C:2]1[CH:28]=[C:27]([S:29]([CH3:32])(=[O:31])=[O:30])[CH:26]=[CH:25][C:3]=1[O:4][C@H:5]1[C@@H:9]([OH:10])[CH2:8][N:7]([CH:11]2[CH2:12][CH2:13][NH:14][CH2:15][CH2:16]2)[C:6]1=[O:24]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 67469906HCID 67469906, compound

Product 1

HCID 67469746HCID 67469746, compound

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Procedure

tert-butyl 4-((3S,4S)-3-(2-fluoro-4-(methylsulfonyl)phenoxy)-4-hydroxy-2-oxopyrrolidin-1-yl)piperidine-1-carboxylate (80 mg, 0.169 mmol) was dissolved in CH2Cl2 (1 mL) and 4N HCl in dioxane (1 mL) was added and stirred at ambient temperature for 6 hours. The reaction was concentrated to afford crude (3S,4S)-3-(2-fluoro-4-(methylsulfonyl)phenoxy)-4-hydroxy-1-(piperidin-4-yl)pyrrolidin-2-one hydrochloride (80 mg).

Workup

  1. concentrationThe reaction was concentrated

Sources & evidence

ORD record
ord-2358d3206fd247e0a8bb721f8a66401d
Source dataset
uspto-grants-2014_06
Patent number
US08754226B2

Reaction notes

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