Triethylamine → HCID 178521573, compound

HRID 2167996Notes

Reaction equation

HRID 2167996 reaction equation
[NH2:1][C@H:2]1[CH2:7][CH2:6][C@H:5]([OH:8])[CH2:4][CH2:3]1.Br[CH2:10][CH2:11][O:12][CH2:13][CH2:14]Br.C(N(CC)CC)C>C(#N)C>[O:12]1[CH2:13][CH2:14][N:1]([C@H:2]2[CH2:7][CH2:6][C@H:5]([OH:8])[CH2:4][CH2:3]2)[CH2:10][CH2:11]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 21521Bis(2-bromoethyl) etherHCID 178511715HCID 178511715, compound

Product 1

HCID 178521573HCID 178521573, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Conditions

Temperature
60 °C

Procedure

Trans-4-Aminocyclohexanol (0.5 g), 1-bromo-2-(2-bromoethoxy)ethane (1.07 g) and triethylamine (2.42 mL) were dissolved in anhydrous acetonitrile (20 mL). The reaction mixture was heated at 60° C. overnight. The organic solvent was removed under vacuum. The residue was purified with flash column chromatography on silica gel eluting with 7%-10% methanol in dichloromethane to give the title compound.

Workup

  1. customThe organic solvent was removed under vacuum
  2. customThe residue was purified with flash column chromatography on silica gel eluting with 7%-10% methanol in dichloromethane

Sources & evidence

ORD record
ord-e1d82565b73a4dcda74fcb1911c1ae86
Source dataset
uspto-grants-2015_06
Patent number
US09045475B2

Reaction notes

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