Hydrochloric Acid → N-(4,4-dimethylcyclohexyl)-N-{(3S,5S)-5-[(4-methylpiperazin-1-yl)carbonyl]pyrrolidin-3-yl}acetamide

HRID 884038Notes

Reaction equation

HRID 884038 reaction equation
C([N:8]1[CH2:12][C@@H:11]([N:13]([C:22](=[O:24])[CH3:23])[CH:14]2[CH2:19][CH2:18][C:17]([CH3:21])([CH3:20])[CH2:16][CH2:15]2)[CH2:10][C@H:9]1[C:25]([N:27]1[CH2:32][CH2:31][N:30]([CH3:33])[CH2:29][CH2:28]1)=[O:26])(OC(C)(C)C)=O.Cl>C(Cl)Cl>[CH3:20][C:17]1([CH3:21])[CH2:18][CH2:19][CH:14]([N:13]([C@H:11]2[CH2:10][C@@H:9]([C:25]([N:27]3[CH2:28][CH2:29][N:30]([CH3:33])[CH2:31][CH2:32]3)=[O:26])[NH:8][CH2:12]2)[C:22](=[O:24])[CH3:23])[CH2:15][CH2:16]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 67359166(2S,4S)-1-BOC-4-[acetyl(4,4-dimethylcyclohexyl)amino]-2-[(4-methylpiperazin-1-yl)carbonyl]pyrrolidine

Product 1

HCID 67356954N-(4,4-dimethylcyclohexyl)-N-{(3S,5S)-5-[(4-methylpiperazin-1-yl)carbonyl]pyrrolidin-3-yl}acetamideYield 99.9%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

(2S,4S)-1-BOC-4-[acetyl(4,4-dimethylcyclohexyl)amino]-2-[(4-methylpiperazin-1-yl)carbonyl]pyrrolidine (1.06 g, 2.28 mmol) obtained in Step D was dissolved in DCM (1 mL) and 4M HCl (1 mL) was added dropwise thereto. After the reaction solution was stirred at room temperature for 1 hour, the solution was concentrated in vacuo. The residue was concentrated in vacuo to give the title compound (830 mg, 99.8%).

Workup

  1. concentrationthe solution was concentrated in vacuo
  2. concentrationThe residue was concentrated in vacuo

Sources & evidence

ORD record
ord-7d74d4d3d44c4fc7a930aa00250b32a3
Source dataset
uspto-grants-2012_08
Patent number
US08236955B2

Reaction notes

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