Phosphorus oxychloride → HCID 58835246, compound

HRID 1660911Notes

Reaction equation

HRID 1660911 reaction equation
[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([F:25])=[C:6]([C:8]2[N:9]=[C:10](O)[C:11]3[CH:17]=[CH:16][C:15]([NH:18][CH2:19][CH2:20][N:21]([CH3:23])[CH3:22])=[N:14][C:12]=3[N:13]=2)[CH:7]=1.C([O-])(O)=O.[Na+].P(Cl)(Cl)([Cl:33])=O>>[Cl:33][C:10]1[C:11]2[CH:17]=[CH:16][C:15]([NH:18][CH2:19][CH2:20][N:21]([CH3:23])[CH3:22])=[N:14][C:12]=2[N:13]=[C:8]([C:6]2[CH:7]=[C:2]([Cl:1])[CH:3]=[CH:4][C:5]=2[F:25])[N:9]=1

Participants

4

Reactant 3

HCID 24813Phosphorus oxychlorideHCID 516892Sodium BicarbonateHCID 178483739HCID 178483739, compound

Product 1

HCID 58835246HCID 58835246, compound

Procedure

The 2-(5-Chloro-2-fluoro-phenyl)-7-(2-di-methylamino-ethylamino)-pyrido[2,3-d]pyrimidin-4-ol (0.18 g) was dissolved in P(O)Cl3 (10 mL) and heated to reflux for 2 hr. The mixture was reduced in volume and NaHCO3 (sat aq) was added. The mixture was extracted with CH2Cl2 (×3). The extracts were combined and dried over MgSO4, filtered and evaporated to dryness to afford N′-[4-Chloro-2-(5-chloro-2-fluoro-phenyl)-pyrido[2,3-d]pyrimidin-7-yl]-N,N-dimethylethane-1,2-diamine.

Workup

  1. temperatureheated
  2. temperatureto reflux for 2 hr
  3. additionwas added
  4. extractionThe mixture was extracted with CH2Cl2 (×3)
  5. dry with materialdried over MgSO4
  6. filtrationfiltered
  7. customevaporated to dryness

Sources & evidence

ORD record
ord-ede6491308b54647af150b73f04db1ea
Source dataset
uspto-grants-2011_10
Patent number
US08030318B2

Reaction notes

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