Hydrochloric Acid → HCID 25174678, compound

HRID 2407229Notes

Reaction equation

HRID 2407229 reaction equation
Br[CH2:2][CH:3]1[O:8][C:7]2[CH:9]=[CH:10][CH:11]=[CH:12][C:6]=2[O:5][CH2:4]1.[CH3:13][O:14][C:15]1[CH:20]=[CH:19][C:18]([CH:21]2[CH2:26][CH2:25][CH2:24][NH:23][CH2:22]2)=[CH:17][CH:16]=1.Cl.C(N(CC)CC)C>C(#N)C>[O:8]1[C:7]2[CH:9]=[CH:10][CH:11]=[CH:12][C:6]=2[O:5][CH2:4][CH:3]1[CH2:2][N:23]1[CH2:24][CH2:25][CH2:26][CH:21]([C:18]2[CH:17]=[CH:16][C:15]([O:14][CH3:13])=[CH:20][CH:19]=2)[CH2:22]1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 8471TriethylamineHCID 983332-Bromomethyl-1,4-benzodioxaneHCID 129379203-(4-Methoxyphenyl)piperidine

Product 1

HCID 25174678HCID 25174678, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A mixture of 2-bromomethyl-2,3-dihydrobenzo[1,4]dioxine (35 mg, 0.15 mmol), 3-(4-methoxyphenyl)piperidine.HCl (38 mg, 0.17 mmol) and triethylamine (41 mg, 0.39 mmol) in acetonitrile (2 mL) was heated in a microwave reactor at 160° C. for 3 h. The mixture was absorbed on silica and purified by flash chromatography using a gradient of heptane and EtOAc as eluent to give 18 mg of the title compound.

Workup

  1. customThe mixture was absorbed on silica
  2. custompurified by flash chromatography

Sources & evidence

ORD record
ord-88a3a5995d134e788ea1632400296e8a
Source dataset
uspto-grants-2014_08
Patent number
US08809536B2

Reaction notes

Loading…