Ammonia → HCID 90102323, compound

HRID 1052560Notes

Reaction equation

HRID 1052560 reaction equation
[Cl:1][C:2]1[C:7]([C:8]([O:10][CH2:11][C:12]2[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][CH:13]=2)=[O:9])=[C:6](Cl)[N:5]=[CH:4][N:3]=1.[NH3:21]>O1CCOCC1>[NH2:21][C:6]1[C:7]([C:8]([O:10][CH2:11][C:12]2[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][CH:13]=2)=[O:9])=[C:2]([Cl:1])[N:3]=[CH:4][N:5]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 90102822HCID 90102822, compound

Product 1

HCID 90102323HCID 90102323, compoundYield 119.4%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Conditions

Temperature
0 °C

Procedure

4-Methoxybenzyl 4,6-dichloropyrimidine-5-carboxylate (732 m g, 1.97 mmol) was dissolved in dioxane (14 ml) and cooled in an ice bath. Ammonia (1.41 ml, 7N in MeOH, 9.87 mmol) was dropwise added and the mixture was stirred at 0° C. and then stirred at room temperature overnight. The solvent was removed to give 691 mg (94% yield) of the title compound, that was used in the next step without further purification. Purity 79%

Workup

  1. temperaturecooled in an ice bath
  2. stirringstirred at room temperature overnight
  3. customThe solvent was removed

Sources & evidence

ORD record
ord-874a348a101c4b358c404ffbfbbc9e95
Source dataset
uspto-grants-2016_07
Patent number
US09388189B2

Reaction notes

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