Hydrochloric Acid → Hydrochloric Acid

HRID 908284Notes

Reaction equation

HRID 908284 reaction equation
[ClH:1].[CH:2]1([C@@:7](O)([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)C(N2CCNCC2)=O)CCCC1.[CH3:23][CH2:24]N(C(C)C)C(C)C.C[N:33]([CH:35]=[O:36])C>>[CH2:23]([O:33][C:35](=[NH:36])[CH2:2][CH2:7][C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)[CH3:24].[ClH:1]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 6228DimethylformamideHCID 81531DiisopropylethylamineHCID 57613502(R)-2-Cyclopentyl-2-hydroxy-2-phenyl-1-piperazin-1-ylethanone

Product 2

HCID 313Hydrochloric AcidYield 93.3%HCID 103522353-Phenylpropionimidic acid ethyl ester

Conditions

Temperature
40 °C

Procedure

HCl (26 mg, 150 mol) and (R)-2-cyclopentyl-2-hydroxy-2-phenyl-1-piperazin-1-ylethanone (43 mg, 150 mol) were combined in DMF (1.0 mL). DIPEA (52 μL, 0.3 mmol) was added, and the mixture was heated at 40° C. for 14 hours. The mixture was then condensed in vacuo and purified by reverse phase HPLC to obtain the title compound as an HCl salt (23 mg, 0.1 mmol, 93.3% purity). MS m/z: [M+H]+ calcd for C26H33N3O2, 420.26; found 420.4.

Workup

  1. customcondensed in vacuo
  2. custompurified by reverse phase HPLC

Sources & evidence

ORD record
ord-09a31515dff349c89e16f8bd98f724fd
Source dataset
uspto-grants-2011_09
Patent number
US08017617B2

Reaction notes

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