Ethyl chloroformate → HCID 10715089, compound

HRID 1421252Notes

Reaction equation

HRID 1421252 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 Example 24A) (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% EtOAc-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% EtOAc-hexanes

Sources & evidence

ORD record
ord-232ef0c9ddb144eb9403b313318573bb
Source dataset
uspto-grants-2000_06
Patent number
US06075025

Reaction notes

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