6-(2,6-Dichlorophenyl)-2-(2-ethoxy-ethoxy)-8-methyl-8H-pyrido[2,3-d]pyrimidin-7-ylideneamine → HCID 178418273, compound

HRID 3172Notes

Reaction equation

HRID 3172 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[C:9]1[C:24](=[NH:25])[N:23]([CH3:26])[C:12]2[N:13]=[C:14]([O:17]CCOCC)[N:15]=[CH:16][C:11]=2[CH:10]=1>Cl>[ClH:1].[Cl:8][C:4]1[CH:5]=[CH:6][CH:7]=[C:2]([Cl:1])[C:3]=1[C:9]1[C:24](=[NH:25])[N:23]([CH3:26])[C:12]2[N:13]=[C:14]([OH:17])[N:15]=[CH:16][C:11]=2[CH:10]=1

Participants

3

Reactant 1

HCID 116181126-(2,6-Dichlorophenyl)-2-(2-ethoxy-ethoxy)-8-methyl-8H-pyrido[2,3-d]pyrimidin-7-ylideneamine

Product 1

HCID 178418273HCID 178418273, compound

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A solution of 78.0 mg (0.20 mmol) of the ethoxyethyl ether from Example 22 in 1.0 mL of 6N hydrochloric acid was heated at reflux for 5 minutes. The solvent was removed by evaporation under reduced pressure. The remaining solid hydrochloride salt was recrystallized from ethanol-ethyl acetate to afford crystalline 6-(2,6-dichlorophenyl)-2-hydroxy-8-methyl-8H-pyrido[2,3-d]pyrimidin-7-ylideneamine, hydrochloride; mp 255°-260° C.

Workup

  1. temperatureat reflux for 5 minutes
  2. customThe solvent was removed by evaporation under reduced pressure
  3. customThe remaining solid hydrochloride salt was recrystallized from ethanol-ethyl acetate

Sources & evidence

ORD record
ord-35741f9734764022a52b0d43501cf256
Source dataset
uspto-grants-1998_03
Patent number
US05733914

Reaction notes

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