4-Chloropyrido[2,3-d]pyrimidine → HCID 54255407, compound

HRID 1738828Notes

Reaction equation

HRID 1738828 reaction equation
Cl[C:2]1[C:3]2[CH:11]=[CH:10][CH:9]=[N:8][C:4]=2[N:5]=[CH:6][N:7]=1.[CH2:12]1[C:20]2[C:15](=[CH:16][C:17]([CH:21]3[C:26](=[O:27])[NH:25][C:24](=[O:28])[NH:23][C:22]3=[O:29])=[CH:18][CH:19]=2)[CH2:14][CH2:13]1>>[CH2:12]1[C:20]2[C:15](=[CH:16][C:17]([C:21]3([C:2]4[C:3]5[CH:11]=[CH:10][CH:9]=[N:8][C:4]=5[N:5]=[CH:6][N:7]=4)[C:22](=[O:29])[NH:23][C:24](=[O:28])[NH:25][C:26]3=[O:27])=[CH:18][CH:19]=2)[CH2:14][CH2:13]1

Participants

3

Reactant 2

HCID 5690394-Chloropyrido[2,3-d]pyrimidineHCID 70201313HCID 70201313, compound

Product 1

HCID 54255407HCID 54255407, compound

Conditions

Temperature
130 °C

Procedure

A slurry of 4-chloro-pyrido[2,3-d]pyrimidine (1.656 g, 10 mM) and 5-(5-indanyl) barbituric acid (2.443 g, 10 mM) is stirred in an oil bath. The temperature is raised to 130° C. in a period of 15 min. Then the temperature is further increased from 130° C. to 170° C. During this period apparently a reaction occurs since the slurry solidifies. The resulting solid is maintained for further 10 min at about 170° C. Then the reaction mixture is cooled, triturated with sodium bicarbonate solution and hexane. The solid is filtered off, washed with water and dried under vacuum. The raw product is submitted to the next step without further purification.

Workup

  1. temperatureThen the temperature is further increased from 130° C. to 170° C
  2. waitDuring this period apparently a reaction occurs since the slurry
  3. temperatureThe resulting solid is maintained for further 10 min at about 170° C
  4. temperatureThen the reaction mixture is cooled
  5. customtriturated with sodium bicarbonate solution and hexane
  6. filtrationThe solid is filtered off
  7. washwashed with water
  8. customdried under vacuum
  9. customThe raw product is submitted to the next step without further purification

Sources & evidence

ORD record
ord-6158bce6e9b34fcd8e325320423e1405
Source dataset
uspto-grants-1999_10
Patent number
US05965563

Reaction notes

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