N'-(7-Chloro-6-(4-methoxyphenyl)-pyrido[2,3-d]pyrimidin-2-yl)-N,N-dimethyl-formamidine → 2-Amino-7-chloro-6-(4-methoxyphenyl)-pyrido[2,3-d]-pyrimidine

HRID 3413Notes

Reaction equation

HRID 3413 reaction equation
[Cl:1][C:2]1[C:3]([C:17]2[CH:22]=[CH:21][C:20]([O:23][CH3:24])=[CH:19][CH:18]=2)=[CH:4][C:5]2[CH:10]=[N:9][C:8]([N:11]=CN(C)C)=[N:7][C:6]=2[N:16]=1>C(O)C>[NH2:11][C:8]1[N:9]=[CH:10][C:5]2[CH:4]=[C:3]([C:17]3[CH:18]=[CH:19][C:20]([O:23][CH3:24])=[CH:21][CH:22]=3)[C:2]([Cl:1])=[N:16][C:6]=2[N:7]=1

Participants

3

Reactant 1

HCID 53718994N'-(7-Chloro-6-(4-methoxyphenyl)-pyrido[2,3-d]pyrimidin-2-yl)-N,N-dimethyl-formamidine

Product 1

HCID 218500162-Amino-7-chloro-6-(4-methoxyphenyl)-pyrido[2,3-d]-pyrimidineYield 32.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 10 g of N'-(7-chloro-6-(4-methoxy-phenyl)-pyrido[2,3-d]pyrimidin-2-yl)-N,N-dimethyl-formamidine from Example 11 and 500 mL of 95% ethanol was refluxed for 3 hours. The solution was concentrated in vacuo and the precipitate collected by filtration. Crystallization from ethanol afforded 2.7 g of the title compound 2-amino-7-chloro-6-(4-methoxyphenyl)-pyrido[2,3-d]pyrimidine, mp 275°-280° C. dec.

Workup

  1. temperaturewas refluxed for 3 hours
  2. concentrationThe solution was concentrated in vacuo
  3. filtrationthe precipitate collected by filtration
  4. customCrystallization from ethanol

Sources & evidence

ORD record
ord-86096de2e5674031bab10b49fa871e15
Source dataset
uspto-grants-1998_03
Patent number
US05733913

Reaction notes

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