Ethyl 5-chloro-2-[(chloroacetyl)amino]-6-[(2,2-dimethylpropanoyl)amino]nicotinate → HCID 178468963, compound

HRID 1168264Notes

Reaction equation

HRID 1168264 reaction equation
[Cl:1][C:2]1[C:3]([NH:18]C(=O)C(C)(C)C)=[N:4][C:5]([NH:13][C:14](=[O:17])[CH2:15]Cl)=[C:6]([CH:12]=1)[C:7]([O:9][CH2:10][CH3:11])=[O:8]>C(O)(C)(C)C>[NH2:18][C:3]1[N:4]2[CH2:15][C:14](=[O:17])[N:13]=[C:5]2[C:6]([C:7]([O:9][CH2:10][CH3:11])=[O:8])=[CH:12][C:2]=1[Cl:1]

Participants

3

Reactant 1

HCID 22992210Ethyl 5-chloro-2-[(chloroacetyl)amino]-6-[(2,2-dimethylpropanoyl)amino]nicotinate

Product 1

HCID 178468963HCID 178468963, compoundYield 29%

Reagents, catalysts & solvents 1

HCID 6386tert-ButanolSolvent

Procedure

A solution of ethyl 5-chloro-2-[(chloroacetyl)amino]-6-[(2,2-dimethylpropanoyl)amino]nicotinate (EXAMPLE 24, Step 1, 6.55 g) in t-butyl alcohol (150 mL) was refluxed for 42 h. The formed precipitate was collected by filtration and washed with ethyl acetate to afford 1.28 g (29%) of the title compound as a pale purple solid.

Workup

  1. filtrationThe formed precipitate was collected by filtration
  2. washwashed with ethyl acetate

Sources & evidence

ORD record
ord-21e95fba4a444ba08bd7f843032ac502
Source dataset
uspto-grants-2003_09
Patent number
US06624162B2

Reaction notes

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