Hydrazine → HCID 59320419, compound

HRID 655245Notes

Reaction equation

HRID 655245 reaction equation
C[O:2][C:3](=O)[CH2:4][C:5]1[CH:6]=[C:7]2[C:12](=[CH:13][CH:14]=1)[N:11]=[CH:10][C:9]([C:15]1[CH:16]=[N:17][N:18]([CH3:20])[CH:19]=1)=[CH:8]2.[NH2:22][NH2:23]>CO>[CH3:20][N:18]1[CH:19]=[C:15]([C:9]2[CH:10]=[N:11][C:12]3[C:7]([CH:8]=2)=[CH:6][C:5]([CH2:4][C:3]([NH:22][NH2:23])=[O:2])=[CH:14][CH:13]=3)[CH:16]=[N:17]1

Participants

4

Reactant 2

HCID 9321Hydrazine2×HCID 59320376HCID 59320376, compound

Product 1

HCID 59320419HCID 59320419, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
55 °C

Procedure

A solution of [3-(1-Methyl-1H-pyrazol-4-yl)-quinolin-6-yl]-acetic acid methyl ester (8.6 mmols) and hydrazine (80.6 mmols) in methanol (75 mL) was heated at 55° C. for an hour before a second addition of hydrazine (80.6 mmol) was added and the reaction heated 55° C. for a further 16 hours After such time the mixture was cooled to 0° C. and the resulting precipitate collected via filtration and washed with cold methanol and dried to return the title compound as a white solid (1.74 g, 70%). 1H NMR 500 MHz (DMSO-d6): ES-MS m/z: 282 (M+H+).

Workup

  1. additionwas added
  2. temperaturewas cooled to 0° C.
  3. filtrationthe resulting precipitate collected via filtration
  4. washwashed with cold methanol
  5. customdried

Sources & evidence

ORD record
ord-d03415a4bc28476c9984a3e196e2775b
Source dataset
uspto-grants-2011_12
Patent number
US08071581B2

Reaction notes

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