Methylamine → 6-(4-Methoxyphenyl)-N7-methyl-pyrido[2,3-d]pyrimidine-2,7-diamine

HRID 3414Notes

Reaction equation

HRID 3414 reaction equation
[NH2:1][C:2]1[N:3]=[CH:4][C:5]2[CH:11]=[C:10]([C:12]3[CH:17]=[CH:16][C:15]([O:18][CH3:19])=[CH:14][CH:13]=3)[C:9](Cl)=[N:8][C:6]=2[N:7]=1.[CH3:21][NH2:22]>CO>[CH3:19][O:18][C:15]1[CH:16]=[CH:17][C:12]([C:10]2[C:9]([NH:22][CH3:21])=[N:8][C:6]3[N:7]=[C:2]([NH2:1])[N:3]=[CH:4][C:5]=3[CH:11]=2)=[CH:13][CH:14]=1

Participants

4

Reactant 2

HCID 6329MethylamineHCID 218500162-Amino-7-chloro-6-(4-methoxyphenyl)-pyrido[2,3-d]-pyrimidine

Product 1

HCID 541036396-(4-Methoxyphenyl)-N7-methyl-pyrido[2,3-d]pyrimidine-2,7-diamine

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 3.4 g of 2-amino-7-chloro-6-(4-methoxyphenyl)-pyrido[2,3-d]pyrimidine from Example 12, 40 mL of anhydrous methylamine, and 10 mL of methanol were heated in a bomb on a steam bath for 4 hours. After cooling, the suspension was washed out of the bomb with 50 mL of methanol/water (50:50) and the solvents were evaporated in vacuo. The solid residue was slurried with 50 mL of water, filtered, and crystallized from ethanol to afford 2.2 g of the title compound 6-(4-methoxyphenyl)-N7 -methyl-pyrido[2,3-d]pyrimidine-2,7-diamine, mp 270°-275° C. dec.

Workup

  1. temperaturewere heated in a bomb on a steam bath for 4 hours
  2. temperatureAfter cooling
  3. washthe suspension was washed out of the bomb with 50 mL of methanol/water (50:50)
  4. customthe solvents were evaporated in vacuo
  5. filtrationfiltered
  6. customcrystallized from ethanol

Sources & evidence

ORD record
ord-2f0d5340aaf840a58a389a03ef389f8c
Source dataset
uspto-grants-1998_03
Patent number
US05733913

Reaction notes

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