Hydrazine → HCID 178476236, compound

HRID 2120400Notes

Reaction equation

HRID 2120400 reaction equation
C[N:2]([CH:4]=[N:5][C:6]([CH:8]([CH2:36][CH2:37][C:38]([F:41])([CH3:40])[CH3:39])[CH2:9][CH:10]([O:32][C:33](=[O:35])[CH3:34])[CH:11]([NH:19][C:20]([C:22]1[CH:31]=[N:30][C:29]2[C:24](=[CH:25][CH:26]=[CH:27][CH:28]=2)[N:23]=1)=[O:21])[CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)=O)C.[NH2:42]N.C(=O)(O)[O-].[Na+]>C(O)(=O)C.C(OCC)(=O)C>[F:41][C:38]([CH3:39])([CH3:40])[CH2:37][CH2:36][CH:8]([C:6]1[NH:5][CH:4]=[N:2][N:42]=1)[CH2:9][CH:10]([O:32][C:33](=[O:35])[CH3:34])[CH:11]([NH:19][C:20]([C:22]1[CH:31]=[N:30][C:29]2[C:24](=[CH:25][CH:26]=[CH:27][CH:28]=2)[N:23]=1)=[O:21])[CH2:12][C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1

Participants

6

Reactant 3

HCID 9321HydrazineHCID 516892Sodium BicarbonateHCID 69688916HCID 69688916, compound

Product 1

HCID 178476236HCID 178476236, compoundYield 100%

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 8857Ethyl AcetateSolvent

Conditions

Temperature
50 °C

Procedure

To a solution of acetic acid 3-(dimethylaminomethylene-carbamoyl)-6-fluoro-6-methyl-1-{2-phenyl-1-[(quinoxaline-2-carbonyl)-amino]-ethyl}-heptyl ester (580 mg, 1.03 mmol) in acetic acid (2.5 mL) was added hydrazine (35 wt. % in water, 0.040 mL). The resulting solution was heated to 50° C. for 4 hours, cooled to ambient temperature, diluted with ethyl acetate, and neutralized with saturated aqueous sodium bicarbonate. The organic later was dried over sodium sulfate, filtered, and concentrated to give the title compound as a white foam (580 mg, >100%).

Workup

  1. temperaturecooled to ambient temperature
  2. dry with materialThe organic later was dried over sodium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-e51913fd2f7c4c67b85ca7fcc6fd576d
Source dataset
uspto-grants-2004_02
Patent number
US06689886B2

Reaction notes

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