Hydrazine hydrate (1:1) → HCID 59464287, compound

HRID 1713804Notes

Reaction equation

HRID 1713804 reaction equation
O.[NH2:2][NH2:3].[CH:4]1([C:10]2[CH:15]=[CH:14][C:13]([NH:16][C:17](=[O:22])[C:18](OC)=[O:19])=[CH:12][CH:11]=2)[CH2:9][CH2:8][CH2:7][CH2:6][CH2:5]1>C(O)C>[CH:4]1([C:10]2[CH:15]=[CH:14][C:13]([NH:16][C:17](=[O:22])[C:18]([NH:2][NH2:3])=[O:19])=[CH:12][CH:11]=2)[CH2:9][CH2:8][CH2:7][CH2:6][CH2:5]1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 86619810HCID 86619810, compound

Product 1

HCID 59464287HCID 59464287, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
85 °C

Procedure

Hydrazine monohydrate (7.40 mL) was added to a stirred suspension of methyl [(4-cyclohexylphenyl)amino](oxo)acetate (3990 mg) in ethanol (50 mL) at ambient temperature. The reaction was heated to 85° C. and allowed to stir for a further 3 hours. Allowed to cool to ambient temperature overnight. The precipitate was filtered off, washed with Et2O and dried under vacuum, to give the title compound (Intermediate 47, 3750 mg) as a solid; 1H NMR δ10.42 (1H, s), 10.17 (1H, s), 7.68 (2H, d), 7.16 (2H, d), 4.58 (1H, s), 2.48 (1H+DMSO, m), 1.89-1.65 (5H, m), 1.46-1.13 (5H, m); MS m/e M−H− 260.

Workup

  1. temperatureAllowed to cool to ambient temperature overnight
  2. filtrationThe precipitate was filtered off
  3. washwashed with Et2O
  4. customdried under vacuum

Sources & evidence

ORD record
ord-3f7aca81be254b0c9afe13b4defd46b9
Source dataset
uspto-grants-2010_09
Patent number
US07795283B2

Reaction notes

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