Hydrochloric Acid → 2-amino-6-(2-methylphenyl)-8-methyl-pyrido[2,3-d]pyrimidin-7(8H)-one

HRID 3165Notes

Reaction equation

HRID 3165 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]1[C:18](=N)[N:17]([CH3:20])[C:11]2[N:12]=[C:13]([NH2:16])[N:14]=[CH:15][C:10]=2[CH:9]=1.Cl.[OH2:22]>>[NH2:16][C:13]1[N:14]=[CH:15][C:10]2[CH:9]=[C:8]([C:3]3[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=3[CH3:1])[C:18](=[O:22])[N:17]([CH3:20])[C:11]=2[N:12]=1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 116231186-(2-Methylphenyl)-7-imino-8-methyl-7,8-dihydro-pyrido[2,3-d]pyrimidin-2-ylamine

Product 1

HCID 116518702-amino-6-(2-methylphenyl)-8-methyl-pyrido[2,3-d]pyrimidin-7(8H)-one

Procedure

To a mixture of 6-(2-methylphenyl)-7-imino-8-methyl-7,8-dihydro-pyrido[2,3-d]pyrimidin-2-ylamine (0.30 g) from Example 8 and concentrated HCl (0.6 mL) was added water (11 mL). The reaction mixture was refluxed for 20 hours, then allowed to cool to room temperature. The white precipitate from the reaction mixture was filtered and washed with water. The product was dried in vacuo to give 0.21 g of 2-amino-6-(2-methylphenyl)-8-methyl-pyrido[2,3-d]pyrimidin-7(8H)-one; mp 239°-241° C.

Workup

  1. temperatureThe reaction mixture was refluxed for 20 hours
  2. filtrationThe white precipitate from the reaction mixture was filtered
  3. washwashed with water
  4. customThe product was dried in vacuo

Sources & evidence

ORD record
ord-f8431548c7b24ab7baaa89a876f8af64
Source dataset
uspto-grants-1998_03
Patent number
US05733914

Reaction notes

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