Hydrochloric Acid → HCID 59095725, compound

HRID 2307448Notes

Reaction equation

HRID 2307448 reaction equation
C(OC(=O)[NH:7][C@H:8]([C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([N:16]2[CH2:21][CH2:20][N:19]([CH3:22])[CH2:18][CH2:17]2)[CH:11]=1)[CH3:9])(C)(C)C.Cl>O1CCOCC1>[CH3:22][N:19]1[CH2:20][CH2:21][N:16]([C:12]2[CH:11]=[C:10]([C@@H:8]([NH2:7])[CH3:9])[CH:15]=[CH:14][CH:13]=2)[CH2:17][CH2:18]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 60128253HCID 60128253, compound

Product 1

HCID 59095725HCID 59095725, compoundYield 81%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A solution of (S)-{1-[3-(4-methylpiperazin-1-yl)phenyl]ethyl}carbamic acid tert-butyl ester (3.4 g, 10.7 mmol) and hydrochloric acid (4N, 11 ml) in dioxane (40 ml) was stirred at 40° C. for 5 hours. The reaction mixture was concentrated under vacuum, dissolved into dichloromethane (100 mL), and based with SN NaOH. The organic layer was washed with brine (2×100 ml), dried over sodium sulfate and concentrated under vacuum to afford the title compound as an oil (1.90 g, 81% yield) which was used for next step without further purification.

Workup

  1. concentrationThe reaction mixture was concentrated under vacuum
  2. dissolutiondissolved into dichloromethane (100 mL)
  3. washThe organic layer was washed with brine (2×100 ml)
  4. dry with materialdried over sodium sulfate
  5. concentrationconcentrated under vacuum

Sources & evidence

ORD record
ord-ae24b89bc6f44b75bf397ec1c9a4aabb
Source dataset
uspto-grants-2004_12
Patent number
US06831080B2

Reaction notes

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