HCID 18428435, compound → HCID 178419264, compound

HRID 1459267Notes

Reaction equation

HRID 1459267 reaction equation
[BrH:1].Br.[NH2:3][C:4]1[C:9](Cl)=[C:8]([NH2:11])[C:7](Cl)=[C:6](Cl)[N:5]=1.[H][H]>C(O)C.[Pt]=O>[BrH:1].[BrH:1].[NH2:11][CH:8]1[CH2:7][CH2:6][NH:5][C:4](=[NH:3])[CH2:9]1

Participants

5

Reactant 2

HCID 18428435HCID 18428435, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 178419264HCID 178419264, compound

Reagents, catalysts & solvents 2

HCID 82844Platinum oxide (PtO)CatalystHCID 702EthanolSolvent

Procedure

2,4-Diamino-3,5,6-trichloropyridine dihydrobromide (1.1 g) and platinum oxide (520 mg) in ethanol (50 mL) were shaken on a Parr hydrogenation apparatus at 55 psi of hydrogen for 48 hours. The contents were filtered and the filtrate was concentrated in vacuo leaving a waxy solid. The solid was triturated with ether/EtOH to give 4-amino-2-iminopiperidine dihydrobromide as a white solid. The analysis of the product was found to be consistent with the proposed structure. MH+=114; 1H NMR (D2 O): δ3.80-3.60 (m, 1H); 3.55-3.25 (m, 1H); 3.08-2.95 (m, 1H); 2.76-2.62 (m, 1H); 2.25-2.13 (m, 1H); 1.95-1.80 (m, 1H).

Workup

  1. filtrationThe contents were filtered
  2. concentrationthe filtrate was concentrated in vacuo
  3. customleaving a waxy solid
  4. customThe solid was triturated with ether/EtOH

Sources & evidence

ORD record
ord-d17220557c444404837cdee9f7f580d0
Source dataset
uspto-grants-1998_12
Patent number
US05854234

Reaction notes

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