Potassium Carbonate → [(2-Chloro-5-nitro-pyrimidin-4-yl)-isopropyl-amino]-acetic acid ethyl ester

HRID 1957985Notes

Reaction equation

HRID 1957985 reaction equation
[Cl:1][C:2]1[N:7]=[C:6](Cl)[C:5]([N+:9]([O-:11])=[O:10])=[CH:4][N:3]=1.[CH2:12]([O:14][C:15](=[O:21])[CH2:16][NH:17][CH:18]([CH3:20])[CH3:19])[CH3:13].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O.O>[CH2:12]([O:14][C:15](=[O:21])[CH2:16][N:17]([C:6]1[C:5]([N+:9]([O-:11])=[O:10])=[CH:4][N:3]=[C:2]([Cl:1])[N:7]=1)[CH:18]([CH3:20])[CH3:19])[CH3:13]

Participants

6

Reactant 3

HCID 11430Potassium CarbonateHCID 351625Ethyl 2-((propan-2-yl)amino)acetateHCID 5212662,4-Dichloro-5-nitropyrimidine

Product 1

HCID 59286164[(2-Chloro-5-nitro-pyrimidin-4-yl)-isopropyl-amino]-acetic acid ethyl esterYield 72%

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 962WaterSolvent

Procedure

2,4-Dichloro-5-nitro-pyrimidine (40 g; 0.207 mol) was added to a cooled (0-10° C.) solution of isopropylamino-acetic acid ethyl ester (30 g; 0.207 mol) in 300 ml of acetone. A solution of potassium carbonate (28.5 g; 0.207 mol) in water was then added to the cooled reaction mixture. The reaction mixture was allowed to reach room temperature and was maintained at that temperature until complete conversion of the starting material into the desired product.

Workup

  1. customto reach room temperature

Sources & evidence

ORD record
ord-412617fd421040c9b5955d19df5f669e
Source dataset
uspto-grants-2013_04
Patent number
US08410100B2

Reaction notes

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