Cyanogen Bromide → HCID 58625057, compound

HRID 390258Notes

Reaction equation

HRID 390258 reaction equation
[CH2:1]([O:8][C:9](=[O:36])[N:10]([C:17]1[CH:22]=[CH:21][CH:20]=[C:19]([O:23][C:24]2[CH:29]=[CH:28][C:27]([NH2:30])=[C:26]([CH2:31][NH:32][CH2:33][CH2:34][CH3:35])[CH:25]=2)[CH:18]=1)[CH:11]1[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[N:37]#[C:38]Br>C(O)C>[CH2:1]([O:8][C:9](=[O:36])[N:10]([C:17]1[CH:22]=[CH:21][CH:20]=[C:19]([O:23][C:24]2[CH:25]=[C:26]3[C:27](=[CH:28][CH:29]=2)[N:30]=[C:38]([NH2:37])[N:32]([CH2:33][CH2:34][CH3:35])[CH2:31]3)[CH:18]=1)[CH:11]1[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 10476Cyanogen BromideHCID 58625102HCID 58625102, compound

Product 1

HCID 58625057HCID 58625057, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of [3-(4-amino-3-propylaminomethyl-phenoxy)-phenyl]-cyclohexyl-carbamic acid benzyl ester (0.0018 mol) and cyanogen bromide (0.00234 mol) in ethanol (60 mL) was stirred and refluxed for 3 hours and then was cooled. The ethanol solvent was evaporated. The residue was triturated under diisopropyl ether and ethanol, filtered off, and dried to yield the title compound as a solid.

Workup

  1. temperaturerefluxed for 3 hours
  2. temperaturewas cooled
  3. customThe ethanol solvent was evaporated
  4. customThe residue was triturated under diisopropyl ether
  5. filtrationethanol, filtered off
  6. customdried

Sources & evidence

ORD record
ord-cff3d5d485b6465fa7ddd4f04ffd53ca
Source dataset
uspto-grants-2013_02
Patent number
US08383637B2

Reaction notes

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