Hydrazine hydrate (1:1) → HCID 23107660, compound

HRID 1094990Notes

Reaction equation

HRID 1094990 reaction equation
C([O:3][C:4](=O)[C:5]1[CH:10]=[C:9]([N:11]2[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]2)[CH:8]=[CH:7][C:6]=1[NH:17][C:18](=[O:35])[C:19]1[CH:24]=[CH:23][CH:22]=[C:21]([CH2:25][N:26]([CH2:31][CH:32](O)[CH3:33])[CH2:27][CH:28]([OH:30])[CH3:29])[CH:20]=1)C.[OH2:37].[NH2:38][NH2:39]>C(O)C>[OH:37][CH:32]([CH3:33])[CH2:31][N:26]([CH2:25][C:21]1[CH:20]=[C:19]([CH:24]=[CH:23][CH:22]=1)[C:18]([NH:17][C:6]1[CH:7]=[CH:8][C:9]([N:11]2[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]2)=[CH:10][C:5]=1[C:4]([NH:38][NH2:39])=[O:3])=[O:35])[CH2:27][CH:28]([OH:30])[CH3:29]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 66637658HCID 66637658, compound

Product 1

HCID 23107660HCID 23107660, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Subsequently, 2-(3-{[bis-(2-hydroxy-propyl)amino]-methyl}-benzoylamino)-5-piperidin-1-yl-benzoic acid ethyl ester (200 mg) was dissolved in ethanol (2 ml). Hydrazine monohydrate (200 μl) was added dropwise to the solution at room temperature, and the mixture was then stirred at that temperature for 12 hr. After the completion of the reaction, the reaction solution was concentrated under the reduced pressure. The residue was purified by column chromatography eluted with a chloroform-methanol system to give 3-{[bis-(2-hydroxy-propyl)-amino]-methyl}-N-(2-hydrazinocarbonyl-4-piperidin-1-yl-phenyl)benzamide as a useful intermediate (200 mg, yield 100%).

Workup

  1. customAfter the completion of the reaction
  2. concentrationthe reaction solution was concentrated under the reduced pressure
  3. customThe residue was purified by column chromatography
  4. washeluted with a chloroform-methanol system

Sources & evidence

ORD record
ord-1ff78f78dfd843a0a2a2befd116d4c03
Source dataset
uspto-grants-2012_03
Patent number
US08134015B2

Reaction notes

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