Methyl chloroformate → HCID 68690594, compound

HRID 1296288Notes

Reaction equation

HRID 1296288 reaction equation
C(N(CC)C(C)C)C.[CH2:9]([C@:16]1([CH3:22])[CH2:21][NH:20][CH2:19][CH2:18][NH:17]1)[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.Cl[C:24]([O:26][CH3:27])=[O:25]>C(Cl)Cl>[CH2:9]([C@:16]1([CH3:22])[CH2:21][N:20]([C:24]([O:26][CH3:27])=[O:25])[CH2:19][CH2:18][N:17]1[C:24]([O:26][CH3:27])=[O:25])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

Participants

5

Reactant 3

HCID 6586Methyl chloroformateHCID 521913N,N-Diethyl-2-propanamineHCID 68690614HCID 68690614, compound

Product 1

HCID 68690594HCID 68690594, compoundYield 34%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Diethylisopropylamine (0.98 ml, 5.0 mmol) was added to a stirring solution of (R)-2-benzyl-2-methylpiperazine (0.38 g, 2.0 mmol) and methyl chloroformate (0.41 g, 0.35 ml, 2.8 mmol) in CH2Cl2 (20 ml). After stirring at ambient temperature for 2 h, the reaction was evaporated in vacuo and the residue purified by flash chromatography (SiO2, CH2Cl2 to 40% EtOAc in CH2Cl2) to afford pure product (0.28 g, 34% yield over the two steps). MS (ESI) 307 (M+H).

Workup

  1. customthe reaction was evaporated in vacuo
  2. customthe residue purified by flash chromatography (SiO2, CH2Cl2 to 40% EtOAc in CH2Cl2)
  3. customto afford pure product (0.28 g, 34% yield over the two steps)

Sources & evidence

ORD record
ord-4f6142f4f1f64e7c9a901af397b460c8
Source dataset
uspto-grants-2007_07
Patent number
US07244843B2

Reaction notes

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