Dimethylformamide dimethyl acetal → HCID 54476370, compound

HRID 1679906Notes

Reaction equation

HRID 1679906 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([Cl:8])[C:3]=1[C:9]1[C:19]([NH2:20])=[N:18][C:12]2[N:13]=[C:14]([CH3:17])[N:15]=[CH:16][C:11]=2[CH:10]=1.CO[CH:23](OC)[N:24]([CH3:26])[CH3:25]>CCOCC>[Cl:8][C:4]1[CH:5]=[CH:6][CH:7]=[C:2]([Cl:1])[C:3]=1[C:9]1[C:19]([N:20]=[CH:23][N:24]([CH3:26])[CH3:25])=[N:18][C:12]2[N:13]=[C:14]([CH3:17])[N:15]=[CH:16][C:11]=2[CH:10]=1

Participants

4

Reactant 2

HCID 78373Dimethylformamide dimethyl acetalHCID 12904727HCID 12904727, compound

Product 1

HCID 54476370HCID 54476370, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A mixture of 2.1 g of 6-(2,6-dichlorophenyl)-2-methylpyrido[2,3-d]pyrimidin-7-amine in 10 ml of dimethylformamide dimethyl acetal is warmed on a steam bath. Solution occurs followed by an exothermic reaction and precipitation of a solid. This mixture is stirred at room temperature for 16 hours and then diluted with ether and filtered to obtain the crude product as a yellow solid. Recrystallization of this from acetonitrile gives pure N'-[6-(2,6-dichlorophenyl)-2-methylpyrido[2,3-d]pyrimidin-7-yl]-N,N-dimethylmethanimidamide, mp 236°-238° C.

Workup

  1. temperatureis warmed on a steam bath
  2. customSolution occurs followed by an exothermic reaction and precipitation of a solid
  3. filtrationfiltered
  4. customto obtain the crude product as a yellow solid
  5. customRecrystallization of this from acetonitrile

Sources & evidence

ORD record
ord-7c6255d373f6481e8e1b37a10a0207e2
Source dataset
uspto-grants-1981_06
Patent number
US04271164

Reaction notes

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