1,2-Dichloroethane → (5-Chlorocarbonyl-pyridin-2-yl)-ethyl-carbamic acid tert-butyl ester

HRID 595088

Reaction equation

HRID 595088 reaction equation
[C:1]([O:5][C:6]([N:8]([CH2:18][CH3:19])[C:9]1[CH:17]=[CH:16][C:12]([C:13](O)=[O:14])=[CH:11][N:10]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[Cl:20]CCCl>>[C:1]([O:5][C:6](=[O:7])[N:8]([C:9]1[CH:17]=[CH:16][C:12]([C:13]([Cl:20])=[O:14])=[CH:11][N:10]=1)[CH2:18][CH3:19])([CH3:4])([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 111,2-DichloroethaneHCID 667695526-(((Tert-butoxy)carbonyl)(ethyl)amino)pyridine-3-carboxylic acid

Product 1

HCID 86664610(5-Chlorocarbonyl-pyridin-2-yl)-ethyl-carbamic acid tert-butyl ester

Procedure

6-(tert-Butoxycarbonyl-ethyl-amino)-nicotinic acid (6.40 g, 24.0 mmol) is taken up in 150 mL DCE, 1-chloro-N,N-2-trimethylpropenyl-amine (6.42 mL, 48.1 mmol) is added and the reaction mixture is stirred overnight at RT. The reaction mixture is concentrated under reduced pressure and the crude product is used in the next step without purification.

Workup

  1. concentrationThe reaction mixture is concentrated under reduced pressure
  2. customthe crude product is used in the next step without purification

Sources & evidence

ORD record
ord-068c5445f3374fb9b532cbba1e893995
Source dataset
uspto-grants-2016_01
Patent number
US09243000B2

Linked notes

Loading…