Ammonia → HCID 178481246, compound

HRID 32512Notes

Reaction equation

HRID 32512 reaction equation
O=P12OP3(OP(OP(O3)(O1)=O)(=O)O2)=O.[NH2:15][C:16]1[C:21]([NH:22][C:23]([C:25]2[N:29]([CH3:30])[CH:28]=[N:27][C:26]=2[C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)=O)=[C:20]([NH2:37])[N:19]=[CH:18][N:17]=1.P(=O)(O)(O)O.N>>[CH3:30][N:29]1[C:25]([C:23]2[NH:15][C:16]3[C:21]([N:22]=2)=[C:20]([NH2:37])[N:19]=[CH:18][N:17]=3)=[C:26]([C:31]2[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=2)[N:27]=[CH:28]1

Participants

5

Reactant 4

HCID 222AmmoniaHCID 1004Phosphoric AcidHCID 14812Phosphorus oxide (P4O10)HCID 69195544N-(4,6diaminopyrimidin-5-yl)-1-methyl-4-phenyl-1H-imidazole-5-carboxamide2×

Product 1

HCID 178481246HCID 178481246, compoundYield 96.9%

Conditions

Temperature
160 °C

Procedure

Phosphorous pentoxide (1.06 g) was added to N-(4,6diaminopyrimidin-5-yl)-1-methyl-4-phenyl-1H-imidazole-5-carboxamide (intermediate 7) (171 mg) followed by phosphoric acid (85%, 0.76 mL) and heated at 160° C. for 72 hours. Ice was added to the cooled mixture, which was then adjusted to pH 5 with aqueous NH3, the resultant precipitate filtered off, washed with water and dried at 60° C. in vacuo to give the title compound as a cream solid (156 mg, 89%);

Workup

  1. additionIce was added to the cooled mixture, which
  2. filtrationthe resultant precipitate filtered off
  3. washwashed with water
  4. customdried at 60° C. in vacuo

Sources & evidence

ORD record
ord-c19045a302f14666847a11bd7e283cf0
Source dataset
uspto-grants-2008_09
Patent number
US07427616B2

Reaction notes

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