Water → HCID 89835589, compound

HRID 2277091Notes

Reaction equation

HRID 2277091 reaction equation
[C:1]([O:4][C@H:5]([C:9]([CH3:12])([CH3:11])[CH3:10])[C:6](Cl)=[O:7])(=[O:3])[CH3:2].C(N(CC)CC)C.[CH3:20][O:21][C:22]([C@@H:24]1[CH2:29][N:28]([CH3:30])[CH2:27][CH2:26][NH:25]1)=[O:23].O>C(Cl)Cl>[CH3:20][O:21][C:22]([C@@H:24]1[CH2:29][N:28]([CH3:30])[CH2:27][CH2:26][N:25]1[C:6](=[O:7])[C@H:5]([O:4][C:1](=[O:3])[CH3:2])[C:9]([CH3:12])([CH3:11])[CH3:10])=[O:23]

Participants

6

Reactant 4

HCID 962WaterHCID 8471TriethylamineHCID 44141012HCID 44141012, compoundHCID 89824898HCID 89824898, compound

Product 1

HCID 89835589HCID 89835589, compoundYield 40.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a stirred solution of (2R)-1-chloro-3,3-dimethyl-1-oxobutan-2-yl acetate (0.247 g, 1.41 mmol) in CH2Cl2 (10 mL) was added triethylamine (0.39 mL, 2.83 mmol) and a solution of (S)-methyl-4-methylpiperazine-2-carboxylate (0.150 g, 0.943 mmol) in CH2Cl2 (3 mL) dropwise. The reaction mixture was stirred at room temperature for 30 minutes. Water (10 mL) was then added to quench the reaction and the reaction mixture was extracted with CH2Cl2 (2×25 mL). The combined organic layers were separated, washed with water (2×50 mL) dried over Na2SO4 and concentrated under reduced pressure to afford the title compound (0.12 g) as a white solid.

Workup

  1. customto quench
  2. customthe reaction
  3. extractionthe reaction mixture was extracted with CH2Cl2 (2×25 mL)
  4. customThe combined organic layers were separated
  5. washwashed with water (2×50 mL)
  6. dry with materialdried over Na2SO4
  7. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-f052adda9a9d43afa71a9b611c74f162
Source dataset
uspto-grants-2015_09
Patent number
US09133147B2

Reaction notes

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