Diethyl Ether → HCID 178472470, compound

HRID 1713834Notes

Reaction equation

HRID 1713834 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].CCOCC>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

5

Reactant 3

HCID 3283Diethyl EtherHCID 24654Hydrazine hydrate (1:1)HCID 178472472HCID 178472472, compound

Product 1

HCID 178472470HCID 178472470, compoundYield 85%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
5 °C

Procedure

Hydrazine monohydrate (0.15 mL, 3.34 mmol) was added in one portion to a stirred solution of ethyl trans-4-(4-{[methoxy(oxo)acetyl]amino}phenoxy)cyclohexanecarboxylate (150 mg, 3.04 mmol) in EtOH (3 mL) and the reaction mixture was stirred for 20 minutes. Ether (10 mL) was added and the mixture was cooled to 5° C. The mixture was filtered to give the title compound (Intermediate 80) (129 mg, 85%) as a solid that was used without further purification; MS m/e MH+ 350.

Workup

  1. filtrationThe mixture was filtered

Sources & evidence

ORD record
ord-6326d42b89dd4d4bba0f9a9250185b56
Source dataset
uspto-grants-2010_09
Patent number
US07795283B2

Reaction notes

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