HCID 70107479, compound → HCID 70108487, compound

HRID 1379034Notes

Reaction equation

HRID 1379034 reaction equation
C(OC([NH:8][CH2:9][C:10]([N:12]1[C:17]2=[C:18]([C:28]3[CH:33]=[CH:32][N:31]=[CH:30][CH:29]=3)[C:19]([C:21]3[CH:26]=[CH:25][C:24]([F:27])=[CH:23][CH:22]=3)=[N:20][N:16]2[CH2:15][CH2:14][NH:13]1)=[O:11])=O)(C)(C)C>FC(F)(F)C(O)=O>[NH2:8][CH2:9][C:10]([N:12]1[C:17]2=[C:18]([C:28]3[CH:29]=[CH:30][N:31]=[CH:32][CH:33]=3)[C:19]([C:21]3[CH:22]=[CH:23][C:24]([F:27])=[CH:25][CH:26]=3)=[N:20][N:16]2[CH2:15][CH2:14][NH:13]1)=[O:11]

Participants

3

Reactant 1

HCID 70107479HCID 70107479, compound

Product 1

HCID 70108487HCID 70108487, compoundYield 77%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

2-tert-Butoxycarbonylaminoacetyl-7-(4-fluorophenyl)-8-(pyridin-4-yl)-1,2,3,4-tetrahydropyrazolo[5,1-c][1,2,4]triazine (50 mg) was dissolved in trifluoroacetic acid (0.5 ml). The solution was stirred at ambient temperature for 30 minutes and concentrated in vacuo. The residue was dissolved in water and the solution was neutralized with an aqueous saturated sodium bicarbonate solution. The separated oil was extracted with a mixture of dichloromethane and ethanol (7:3) and the extract was washed with water, dried and concentrated in vacuo. The residue was crystallized from ethyl acetate to give 2-aminoacetyl-7-(4-fluorophenyl)-8-(pyridin-4-yl)-1,2,3,4-tetrahydropyrazolo[5,1-c][1,2,4]triazine (30 mg).

Workup

  1. concentrationconcentrated in vacuo
  2. dissolutionThe residue was dissolved in water
  3. extractionThe separated oil was extracted with a mixture of dichloromethane and ethanol (7:3)
  4. washthe extract was washed with water
  5. customdried
  6. concentrationconcentrated in vacuo
  7. customThe residue was crystallized from ethyl acetate

Sources & evidence

ORD record
ord-1839407eaf0641b9aec76507ce83385b
Source dataset
uspto-grants-1997_09
Patent number
US05670503

Reaction notes

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