Hydrazine hydrate (1:1) → HCID 59548717, compound

HRID 2042576Notes

Reaction equation

HRID 2042576 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:13][CH2:12][CH:11]([O:14][C:15]2[CH:20]=[CH:19][C:18]([C:21](=O)[CH:22]([C:29]3[CH:34]=[CH:33][CH:32]=[CH:31][N:30]=3)[CH2:23][C:24]([O:26]CC)=O)=[CH:17][CH:16]=2)[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].O.[NH2:37][NH2:38]>CCO>[C:1]([O:5][C:6]([N:8]1[CH2:9][CH2:10][CH:11]([O:14][C:15]2[CH:20]=[CH:19][C:18]([C:21]3[CH:22]([C:29]4[CH:34]=[CH:33][CH:32]=[CH:31][N:30]=4)[CH2:23][C:24](=[O:26])[NH:38][N:37]=3)=[CH:17][CH:16]=2)[CH2:12][CH2:13]1)=[O:7])([CH3:3])([CH3:2])[CH3:4]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 596520014-[4-(3-Ethoxycarbonyl-2-pyridin-2-yl-propionyl)-phenoxy]-piperidine-1-carboxylic acid tert-butyl ester

Product 1

HCID 59548717HCID 59548717, compoundYield 55%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Procedure

A solution of the product from step 3 (4.0 g, 8.3 mmol) and hydrazine hydrate (0.83 g, 16 mmol) in 30 mL of EtOH was stirred at 90° C. overnight. The yellow suspension was reduced to ˜15 mL of EtOH. The solid was collected and washed with cold EtOH to give the product (2.05 g, 55%): Mp 213-214° C.; MS m/z 395 (M-tBu+H).

Workup

  1. customThe solid was collected
  2. washwashed with cold EtOH

Sources & evidence

ORD record
ord-566d69fd0c2842689f235c39957ee285
Source dataset
uspto-grants-2013_11
Patent number
US08586588B2

Reaction notes

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