Ammonia → HCID 89662188, compound

HRID 1774522Notes

Reaction equation

HRID 1774522 reaction equation
[CH3:1][N:2]([CH3:21])[C:3]1[N:7]([CH2:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[F:15])[N:6]=[C:5]([C:16](OCC)=[O:17])[CH:4]=1.[NH3:22]>CO>[CH3:1][N:2]([CH3:21])[C:3]1[N:7]([CH2:8][C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=2[F:15])[N:6]=[C:5]([C:16]([NH2:22])=[O:17])[CH:4]=1

Participants

4

Reactant 2

HCID 222Ammonia3×HCID 89648676HCID 89648676, compound

Product 1

HCID 89662188HCID 89662188, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent4×

Conditions

Temperature
50 °C

Procedure

1.34 g of ethyl 5-(dimethylamino)-1-(2-fluorobenzyl)-1H-pyrazole-3-carboxylate 1-9-1 (4.60 mmol, 1.0 eq.) were dissolved in 120 mL of methanol. 60 mL of a 7 N solution of ammonia in methanol were added and the solution was stirred for three day at 50° C. bath temperature. 60 mL of a 7 N solution of ammonia in methanol were added again and stirred for further 24 hours at 50° C. bath temperature. 60 mL of a 7 N solution of ammonia in methanol were added again stirred for 24 hour at 65° C. bath temperature. The solution was concentrated in vacuo to provide 1.33 g (5.07 mmol, quantitative) of analytically pure target compound.

Workup

  1. stirringstirred for further 24 hours at 50° C. bath temperature
  2. stirringstirred for 24 hour at 65° C. bath temperature
  3. concentrationThe solution was concentrated in vacuo
  4. customto provide 1.33 g (5.07 mmol, quantitative) of analytically pure target compound

Sources & evidence

ORD record
ord-8c0cce71c07d470287c4ca7bf3a5f15b
Source dataset
uspto-grants-2016_02
Patent number
US09260412B2

Reaction notes

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