Ethyl chloroformate → HCID 10715089, compound

HRID 2258438Notes

Reaction equation

HRID 2258438 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[CH:15]([CH:16]3[CH2:21][CH2:20][NH:19][CH2:18][CH2:17]3)[C:10]3=[N:11][CH:12]=[CH:13][CH:14]=[C:9]3[CH2:8][CH2:7][C:6]=2[CH:22]=1.Cl[C:24]([O:26][CH2:27][CH3:28])=[O:25]>C1(C)C=CC=CC=1>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]2[CH:15]([CH:16]3[CH2:17][CH2:18][N:19]([C:24]([O:26][CH2:27][CH3:28])=[O:25])[CH2:20][CH2:21]3)[C:10]3=[N:11][CH:12]=[CH:13][CH:14]=[C:9]3[CH2:8][CH2:7][C:6]=2[CH:22]=1

Participants

4

Reactant 2

HCID 10928Ethyl chloroformateHCID 10495356HCID 10495356, compound

Product 1

HCID 10715089HCID 10715089, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

8-Chloro-6,11-dihydro-11-(4-piperidinyl)-5H-benzo[5,6]cyclohepta-[1,2-b]pyridine (product from Preparative Example 2) (4.18 g, 13 mmol) was dissolved in toluene (175 mL). Ethyl chloroformate(11.6 g, 110 mmol, 10.2 mL) was then added and the reaction mixture was heated to ~120° C. overnight. All volatiles were stripped off and the crude product was purified on silica gel column eluting with 50% ethyl acetate- hexanes to give the title compound as a white solid(MH+ 385).

Workup

  1. temperaturethe reaction mixture was heated to ~120° C. overnight
  2. customthe crude product was purified on silica gel column
  3. washeluting with 50% ethyl acetate- hexanes

Sources & evidence

ORD record
ord-f4d12948de7f48719c6d70de9472836f
Source dataset
uspto-grants-1997_08
Patent number
US05661152

Reaction notes

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