Ammonia → HCID 22953897, compound

HRID 1790376Notes

Reaction equation

HRID 1790376 reaction equation
[N:1]1[CH:6]=[CH:5][C:4]([C:7]2[C:8]([C:19]3[CH:24]=[CH:23][C:22]([F:25])=[CH:21][CH:20]=3)=[N:9][NH:10][C:11]=2[CH2:12][CH2:13][CH2:14][C:15]([O:17]C)=O)=[CH:3][CH:2]=1.[NH3:26]>CO.CCOCC>[N:1]1[CH:6]=[CH:5][C:4]([C:7]2[C:8]([C:19]3[CH:24]=[CH:23][C:22]([F:25])=[CH:21][CH:20]=3)=[N:9][NH:10][C:11]=2[CH2:12][CH2:13][CH2:14][C:15]([NH2:26])=[O:17])=[CH:3][CH:2]=1

Participants

5

Reactant 2

HCID 222Ammonia2×HCID 69583862HCID 69583862, compound

Product 1

HCID 22953897HCID 22953897, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 3283Diethyl EtherSolvent

Procedure

A solution of methyl 4-(4-(4-pyridyl)-3-(4-fluorophenyl)pyrazolyl)butyrate (39 g, 120 mmol) in 600 mL of MeOH was saturated with NH3. The solution was periodically treated with additional NH3 over a 24 h period. The solution was degassed with a stream of nitrogen and the solution was concentrated to leave a yellow solid. The solid was slurried in ether and filtered to leave the title compound: MS (M+H): 325 (base peak).

Workup

  1. customThe solution was degassed with a stream of nitrogen
  2. concentrationthe solution was concentrated
  3. customto leave a yellow solid
  4. filtrationfiltered

Sources & evidence

ORD record
ord-25197e05dc084f9fa03ae9e4d2a04866
Source dataset
uspto-grants-2006_07
Patent number
US07071198B1

Reaction notes

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