Ethyl orthoformate → HCID 178468255, compound

HRID 1602299Notes

Reaction equation

HRID 1602299 reaction equation
[NH2:1][C:2]1[NH:6][N:5]=[C:4]([NH:7][C:8]2[CH:13]=[CH:12][C:11]([NH:14][C:15]([O:17][C:18]([CH3:21])([CH3:20])[CH3:19])=[O:16])=[CH:10][CH:9]=2)[C:3]=1[C:22]#[N:23].[CH2:24]([O:26][CH:27](OCC)OCC)[CH3:25]>C(O)C>[C:15]([NH:14][C:11]1[CH:10]=[CH:9][C:8]([NH:7][C:4]2[C:3]([C:22]#[N:23])=[C:2]([N:1]=[CH:27][O:26][CH2:24][CH3:25])[NH:6][N:5]=2)=[CH:13][CH:12]=1)([O:17][C:18]([CH3:20])([CH3:19])[CH3:21])=[O:16]

Participants

4

Reactant 2

HCID 31214Ethyl orthoformateHCID 10591350HCID 10591350, compound

Product 1

HCID 178468255HCID 178468255, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
120 °C

Procedure

With stirring, a mixture of 13.8 g (43.9 mmol) of 5-amino-3-[4-(N-BOC-amino)-phenylamino]-4-cyano-pyrazole and 138 ml of orthoformic acid triethyl ester is heated at 120° C. for 3 hours, care being taken to ensure that the ethanol formed in the course of the reaction is distilled off from the reaction mixture. Cooling to RT, filtering and washing the filter residue with ethanol yield the title compound; m.p. 180-182° C.

Workup

  1. customformed in the course of the reaction
  2. distillationis distilled off from the reaction mixture
  3. temperatureCooling to RT
  4. filtrationfiltering
  5. washwashing the filter residue with ethanol

Sources & evidence

ORD record
ord-e63bb6c5f4554148820ab2522087366d
Source dataset
uspto-grants-1999_11
Patent number
US05981533

Reaction notes

Loading…