Hydrochloric Acid → HCID 15391005, compound

HRID 342140Notes

Reaction equation

HRID 342140 reaction equation
C(OC([N:8]1[C@@H:13]([CH2:14][CH2:15][S:16]([CH2:19][CH3:20])(=[O:18])=[O:17])[CH2:12][N:11]([C:21]2[CH:26]=[CH:25][CH:24]=[C:23]([Cl:27])[CH:22]=2)[C:10](=[O:28])[CH2:9]1)=O)(C)(C)C.Cl>CCOC(C)=O>[Cl:27][C:23]1[CH:22]=[C:21]([N:11]2[CH2:12][C@H:13]([CH2:14][CH2:15][S:16]([CH2:19][CH3:20])(=[O:17])=[O:18])[NH:8][CH2:9][C:10]2=[O:28])[CH:26]=[CH:25][CH:24]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 67588985HCID 67588985, compound

Product 1

HCID 15391005HCID 15391005, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

Through a solution of the Boc-protected piperazinone from Step H (1.75 g, 4.06 mmol) in 20 mL of EtOAc at 0° C. was bubbled anhydrous HCl gas. The saturated solution was stirred for 30 minutes, then concentrated in vacuo to provide the hydrochloride of title compound as a white powder. This material was suspended in EtOAc and treated with dilute aqueous NaHCO3 solution. The aqueous phase was extracted with EtOAc, and the combined organic mixture was washed with brine, dried (Na2SO4), filtered, and concentrated in vacuo. The resulting titled amine was reconcentrated from toluene to provide the title compound suitable for use in the next step.

Workup

  1. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-ce7c25548478452ea016b3e7ffd07e9c
Source dataset
uspto-grants-1999_01
Patent number
US05856326

Reaction notes

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