Ethyl chloroformate → HCID 18965358, compound

HRID 2226456Notes

Reaction equation

HRID 2226456 reaction equation
C([N:8]1[CH2:12][CH2:11][CH:10]([CH2:13][C:14]2[C:22]3[C:17](=[CH:18][CH:19]=[C:20]([C:23]#[N:24])[CH:21]=3)[NH:16][CH:15]=2)[CH2:9]1)C1C=CC=CC=1.Cl[C:26]([O:28][CH2:29][CH3:30])=[O:27]>C1(C)C=CC=CC=1>[CH2:29]([O:28][C:26]([N:8]1[CH2:12][CH2:11][CH:10]([CH2:13][C:14]2[C:22]3[C:17](=[CH:18][CH:19]=[C:20]([C:23]#[N:24])[CH:21]=3)[NH:16][CH:15]=2)[CH2:9]1)=[O:27])[CH3:30]

Participants

4

Reactant 2

HCID 10928Ethyl chloroformateHCID 18965360HCID 18965360, compound

Product 1

HCID 18965358HCID 18965358, compoundYield 79%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture containing 41 mmol of the compound of Example 14 and 209 mmol of ethyl chloroformate in 400 ml of toluene is brought to reflux for two hours. After evaporation of the solvent, the expected product is obtained by purification of the residue by chromatography on a silica column, using a dichloromethane/methanol/aqueous ammonia (98/2/0.2) mixture as solvent.

Workup

  1. temperatureto reflux for two hours
  2. customAfter evaporation of the solvent

Sources & evidence

ORD record
ord-d0b76e6c368a4ae495b6c9374a074947
Source dataset
uspto-grants-1994_09
Patent number
US05348968

Reaction notes

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