Phosphorus oxychloride → HCID 57829826, compound

HRID 1855335Notes

Reaction equation

HRID 1855335 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([NH:15][C:16]2[N:21]=[C:20](O)[CH:19]=[C:18]([CH3:23])[N:17]=2)[CH:6]=[CH:7][C:8]=1[N:9]1[CH:13]=[C:12]([CH3:14])[N:11]=[CH:10]1.P(Cl)(Cl)([Cl:26])=O>>[Cl:26][C:20]1[CH:19]=[C:18]([CH3:23])[N:17]=[C:16]([NH:15][C:5]2[CH:6]=[CH:7][C:8]([N:9]3[CH:13]=[C:12]([CH3:14])[N:11]=[CH:10]3)=[C:3]([O:2][CH3:1])[CH:4]=2)[N:21]=1

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 178493070HCID 178493070, compound

Product 1

HCID 57829826HCID 57829826, compoundYield 100%

Procedure

A solution of 2-[3-methoxy-4-(4-methyl-imidazol-1-yl)-phenylamino]-6-methyl-pyrimidin-4-ol (1.45 g (46.6 mmol) in phosphorous oxychloride (4.7 mL) was heated to reflux for 2 h. The excess of phosphorous oxychloride was evaporated under reduce pressure and the residue was treated carefully with ice and then, under ice cooling, with 25% aqueous ammonia. The precipitate formed was filtered off, washed with water and then with diethyl ether and dried to give the title compound (1.53 g, 100%) as a pale-brown solid.

Workup

  1. temperatureto reflux for 2 h
  2. customThe excess of phosphorous oxychloride was evaporated
  3. additionthe residue was treated carefully with ice
  4. customThe precipitate formed
  5. filtrationwas filtered off
  6. washwashed with water
  7. dry with materialwith diethyl ether and dried

Sources & evidence

ORD record
ord-b7a4378eedd94304b21ae82b85d02b33
Source dataset
uspto-grants-2015_02
Patent number
US08962834B2

Reaction notes

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