Ammonia → 4-Amino-6-chloro-5-(o-methoxyphenoxy)-2-(4-pyridyl)pyrimidine

HRID 10254Notes

Reaction equation

HRID 10254 reaction equation
[Cl:1][C:2]1[C:7]([O:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[O:15][CH3:16])=[C:6](Cl)[N:5]=[C:4]([C:18]2[CH:23]=[CH:22][N:21]=[CH:20][CH:19]=2)[N:3]=1.[NH3:24]>O1CCOCC1>[NH2:24][C:6]1[C:7]([O:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[O:15][CH3:16])=[C:2]([Cl:1])[N:3]=[C:4]([C:18]2[CH:23]=[CH:22][N:21]=[CH:20][CH:19]=2)[N:5]=1

Participants

4

Reactant 2

HCID 222Ammonia2×HCID 111754584,6-Dichloro-5-(2-methoxyphenoxy)-2-(pyridin-4-YL)pyrimidine

Product 1

HCID 219795734-Amino-6-chloro-5-(o-methoxyphenoxy)-2-(4-pyridyl)pyrimidine

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

4,6-Dichloro-5-(o-methoxyphenoxy)-2-(4-pyridyl)-pyrimidine (2.9 g, Referential Example 1d)) was suspended in dioxane (30 ml) and ammonia (gaseous) was introduced until the solution was saturated. Stirring was continued for 7 days while the saturation of the reaction mixture with ammonia (gaseous) was repeated every 16 to 20 h. The solvent was evaporated, water was added to the residue and the precipitate was filtered off. After drying at HV/50° C. 4-amino-6-chloro-5-(o-methoxyphenoxy)-2-(4-pyridyl)-pyrimidine (2.7 g) was obtained.

Workup

  1. customThe solvent was evaporated
  2. additionwater was added to the residue
  3. filtrationthe precipitate was filtered off
  4. customAfter drying at HV/50° C

Sources & evidence

ORD record
ord-54c27a8b69d64090a7bc68f329ae5eb1
Source dataset
uspto-grants-2006_08
Patent number
US07094781B2

Reaction notes

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