Hydrazine hydrate (1:1) → HCID 178472469, compound

HRID 660138Notes

Reaction equation

HRID 660138 reaction equation
O.[NH2:2][NH2:3].C[O:5][C:6](=O)[C:7]([NH:9][C:10]1[CH:27]=[CH:26][C:13]([O:14][C@@H:15]2[CH2:20][CH2:19][C@H:18]([C:21]([O:23][CH2:24][CH3:25])=[O:22])[CH2:17][CH2:16]2)=[CH:12][CH:11]=1)=[O:8]>CCO>[NH:2]([C:6](=[O:5])[C:7]([NH:9][C:10]1[CH:27]=[CH:26][C:13]([O:14][C@@H:15]2[CH2:20][CH2:19][C@H:18]([C:21]([O:23][CH2:24][CH3:25])=[O:22])[CH2:17][CH2:16]2)=[CH:12][CH:11]=1)=[O:8])[NH2:3]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 178472471HCID 178472471, compound

Product 1

HCID 178472469HCID 178472469, compoundYield 95%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
70 °C

Procedure

Hydrazine monohydrate (2.29 mL, 47.1 mmol) was added in one portion to a stirred solution of ethyl cis-4-(4-{[methoxy(oxo)acetyl]amino}phenoxy)cyclohexanecarboxylate (8.23 g, 23.6 mmol) in EtOH (200 mL) and the reaction mixture was stirred at 70° C. for 1 h. After cooling to ambient temperature the mixture was filtered and washed with ether (200 mL) to leave the title compound (Intermediate 1) as a white solid (7.80 g, 95%) that was used with no further purification.

Workup

  1. temperatureAfter cooling to ambient temperature the mixture
  2. filtrationwas filtered
  3. washwashed with ether (200 mL)

Sources & evidence

ORD record
ord-0713d4c132a34dc5ba6ac3d540a1b1c9
Source dataset
uspto-grants-2011_12
Patent number
US08084478B2

Reaction notes

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