Ammonia → 4-chloro-5-methyl-5,6-dihydropyrido[2,3-d]pyrimidin-7(8H)-one

HRID 2088907Notes

Reaction equation

HRID 2088907 reaction equation
[Cl:1][C:2]1[C:7]([CH:8]([CH3:14])[CH2:9][C:10](OC)=[O:11])=[C:6](Cl)[N:5]=[CH:4][N:3]=1.[NH3:16]>C(O)(C)C>[Cl:1][C:2]1[C:7]2[CH:8]([CH3:14])[CH2:9][C:10](=[O:11])[NH:16][C:6]=2[N:5]=[CH:4][N:3]=1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 86666567HCID 86666567, compound

Product 1

HCID 866665664-chloro-5-methyl-5,6-dihydropyrido[2,3-d]pyrimidin-7(8H)-one

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Conditions

Temperature
60 °C

Procedure

Azeoptropically dry a solution as prepared in (b) containing methyl 3-(4,6-dichloropyrimidin-5-yl)butanoate (500 g, 2 mol) and add to a solution of ammonia gas (408 g) in isopropanol (6 L). Heat the mixture to 58-62° C. and stir for 40-45 h. Cool the mixture to 20-25° C. and concentrate until the pH of the mixture is ≦9. Add water (3.75

Workup

  1. customAzeoptropically dry a solution
  2. customas prepared in (b)
  3. temperatureCool the mixture to 20-25° C.
  4. concentrationconcentrate until the pH of the mixture

Sources & evidence

ORD record
ord-430d7ef6e6c5425fa885178783ca783e
Source dataset
uspto-grants-2013_05
Patent number
US08436002B2

Reaction notes

Loading…