Acetyl chloride → HCID 69410707, compound

HRID 1592758Notes

Reaction equation

HRID 1592758 reaction equation
[C:1]([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2[CH2:20][NH:21][CH:22]([CH3:24])[CH3:23])[CH2:10][CH2:9]1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].[C:25](Cl)(=[O:27])[CH3:26]>O1CCCC1>[C:1]([N:8]1[CH2:9][CH2:10][N:11]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=2[CH2:20][N:21]([C:25](=[O:27])[CH3:26])[CH:22]([CH3:24])[CH3:23])[CH2:12][CH2:13]1)([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2]

Participants

4

Reactant 2

HCID 6367Acetyl chlorideHCID 69409943HCID 69409943, compound

Product 1

HCID 69410707HCID 69410707, compoundYield 177.5%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
0 °C

Procedure

1-Boc-4-[2-(isopropylamino-methyl)-phenyl]-piperazine (0.325 g, 0.975 mmol) was dissolved in tetrahydrofuran (5 mL) and cooled to about 0° C. TEA (0.54 mL, 3.9 mmol) was added followed by dropwise addition of acetyl chloride (0.2 mL, 2.93 mmol). The solution was allowed to warm to r.t. The solvents were removed under reduced pressure, and the resulting oil was purified using silica chromatography (ethyl acetate) to afford the title compound (0.650 g, 82%) as an oil.

Workup

  1. temperatureto warm to r.t
  2. customThe solvents were removed under reduced pressure
  3. customthe resulting oil was purified

Sources & evidence

ORD record
ord-f1b72a39841449a1b3c77963cfb16a49
Source dataset
uspto-grants-2007_11
Patent number
US07291619B2

Reaction notes

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