Pyridine → Methyl 1-(4-iodophenyl)propan-2-ylcarbamate

HRID 76156Notes

Reaction equation

HRID 76156 reaction equation
Cl[C:2]([O:4][CH3:5])=[O:3].[I:6][C:7]1[CH:12]=[CH:11][C:10]([CH2:13][CH:14]([NH2:16])[CH3:15])=[CH:9][CH:8]=1.N1C=CC=CC=1>C(Cl)Cl>[I:6][C:7]1[CH:8]=[CH:9][C:10]([CH2:13][CH:14]([NH:16][C:2](=[O:3])[O:4][CH3:5])[CH3:15])=[CH:11][CH:12]=1

Participants

5

Reactant 3

HCID 1049PyridineHCID 6586Methyl chloroformateHCID 1238704-Iodo-alpha-methylbenzeneethanamine

Product 1

HCID 66611190Methyl 1-(4-iodophenyl)propan-2-ylcarbamate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

0.53 ml (6.89 mmol) methyl chloroformate are added to a mixture of 1.50 g (5.75 mmol) 1-(4-iodophenyl)propane-2-amine and 1.16 ml pyridine (14.3 mmol) in 30 ml DCM at 0° C. and the reaction mixture is stirred for 1 h at constant temperature. Further DCM is added and the organic solution is consecutively washed with aq. HCl-solution (0.5 mol/l) and water, dried with MgSO4 and the solvent is removed under reduced pressure. The crude product is used without further purification.

Workup

  1. washthe organic solution is consecutively washed with aq. HCl-solution (0.5 mol/l) and water
  2. dry with materialdried with MgSO4
  3. customthe solvent is removed under reduced pressure
  4. customThe crude product is used without further purification

Sources & evidence

ORD record
ord-341eb7e246f0450d94a201bebb625ded
Source dataset
uspto-grants-2014_09
Patent number
US08835472B2

Reaction notes

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