Ethyl chloroformate → HCID 20144288, compound

HRID 648929Notes

Reaction equation

HRID 648929 reaction equation
C[N:2]1[CH2:23][CH2:22][N:5]2[C:6]3[CH:21]=[CH:20][CH:19]=[CH:18][C:7]=3[CH2:8][N:9]3[C:17]4[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=4[CH:11]=[C:10]3[CH:4]2[CH2:3]1.Cl[C:25]([O:27][CH2:28][CH3:29])=[O:26]>C1(C)C=CC=CC=1.C(OCC)C>[CH2:28]([O:27][C:25]([N:2]1[CH2:23][CH2:22][N:5]2[C:6]3[CH:21]=[CH:20][CH:19]=[CH:18][C:7]=3[CH2:8][N:9]3[C:17]4[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=4[CH:11]=[C:10]3[CH:4]2[CH2:3]1)=[O:26])[CH3:29]

Participants

5

Reactant 2

HCID 10928Ethyl chloroformateHCID 14155424HCID 14155424, compound

Product 1

HCID 20144288HCID 20144288, compound

Reagents, catalysts & solvents 2

HCID 1140TolueneSolventHCID 3283Diethyl EtherSolvent

Procedure

To a solution of 712 mg of 1,3,4,16b-tetrahydro-2-methyl-2H,10H-indolo[2,1-c]pyrazino[1,2-a][1,4]benzodiazepine in 5 ml toluene is added 1.2 g of ethyl chloroformate and the reaction mixture is heated at reflux temperature with stirring for 8 hours. On cooling to room temperature the reaction mixture is diluted with 50 ml of diethyl ether and the resulting precipitate collected by filtration and washed well with ether. The filtrate is evaporated to dryness under reduced pressure to yield 1,3,4,16b-tetrahydro-2-ethoxycarbonyl-2H,10H-indolo[2,1-c]pyrazino[1,2-a][1,4]benzodiazepine as an oil which is used in the next step without further purification.

Workup

  1. temperaturethe reaction mixture is heated
  2. temperatureat reflux temperature
  3. filtrationthe resulting precipitate collected by filtration
  4. washwashed well with ether
  5. customThe filtrate is evaporated to dryness under reduced pressure

Sources & evidence

ORD record
ord-d086c965afc24798a58cddfef1c35312
Source dataset
uspto-grants-1988_04
Patent number
US04737496

Reaction notes

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