Ammonia → 2-(Methylthio)pyrido[2,3-d]pyrimidin-7-amine

HRID 1826581Notes

Reaction equation

HRID 1826581 reaction equation
Cl[C:2]1[CH:3]=[CH:4][C:5]2[CH:10]=[N:9][C:8]([S:11][CH3:12])=[N:7][C:6]=2[N:13]=1.[NH3:14]>C(O)(C)C>[CH3:12][S:11][C:8]1[N:9]=[CH:10][C:5]2[CH:4]=[CH:3][C:2]([NH2:14])=[N:13][C:6]=2[N:7]=1

Participants

4

Reactant 2

HCID 222Ammonia2×HCID 221346737-Chloro-2-(methylthio)pyrido[2,3-d]pyrimidine

Product 1

HCID 221347182-(Methylthio)pyrido[2,3-d]pyrimidin-7-amineYield 74.2%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Conditions

Temperature
40 °C

Procedure

A suspension of 2.95 g (13.9 mmol) of 7-chloro-2-methylsulfanyl-pyrido[2,3-d]pyrimidine (Example 6) in 200 mL of isopropanol saturated with ammonia is sealed and heated at 40° C. for 65 hours. The suspension is resaturated with ammonia and heated for another 18 hours at 40° C. The solid is collected by filtration and triturated with water to give 1.98 g (74.2%) of the product, mp>250° C.

Workup

  1. customis sealed
  2. temperatureheated for another 18 hours at 40° C
  3. filtrationThe solid is collected by filtration
  4. customtriturated with water

Sources & evidence

ORD record
ord-85e5299e2e8543db99c36dc69fbe54af
Source dataset
uspto-grants-2006_05
Patent number
US07053070B2

Reaction notes

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