Hydrazine → HCID 59320315, compound

HRID 655250Notes

Reaction equation

HRID 655250 reaction equation
C[O:2][C:3](=O)[CH2:4][C:5]1[C:6]([F:22])=[C:7]2[C:12](=[CH:13][C:14]=1[F:15])[N:11]=[CH:10][C:9]([C:16]1[CH:17]=[N:18][N:19]([CH3:21])[CH:20]=1)=[CH:8]2.[NH2:24][NH2:25]>CO>[F:22][C:6]1[C:5]([CH2:4][C:3]([NH:24][NH2:25])=[O:2])=[C:14]([F:15])[CH:13]=[C:12]2[C:7]=1[CH:8]=[C:9]([C:16]1[CH:17]=[N:18][N:19]([CH3:21])[CH:20]=1)[CH:10]=[N:11]2

Participants

4

Reactant 2

HCID 9321Hydrazine2×HCID 59320265HCID 59320265, compound

Product 1

HCID 59320315HCID 59320315, compoundYield 83.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
55 °C

Procedure

To a 40 ml vial was added methanol (12 mL), [5,7-difluoro-3-(1-methyl-1H-pyrazol-4-yl)-quinolin-6-yl]-acetic acid methyl ester (508 mg, 1.6 mmol) and hydrazine anhydrous (4 eq., 6.4 mmols). After 1 hour at 55° C. a second portion of hydrazine (4 eq., 6.4 mmol) was added and the reaction heated at 55° C. for a further 1 hour. The reaction mixture was cool down to room temperature, filtered and washed with cold methanol. The product was dried to return the title compound as a white solid (425 mg, 83% yield). MS: m/z 318.0 (M+H+).

Workup

  1. temperatureThe reaction mixture was cool down to room temperature
  2. filtrationfiltered
  3. washwashed with cold methanol
  4. customThe product was dried

Sources & evidence

ORD record
ord-6cb5e7cc54d7431c8122268ab7a39497
Source dataset
uspto-grants-2011_12
Patent number
US08071581B2

Reaction notes

Loading…