Hydrochloric Acid → HCID 25174677, compound

HRID 2365941Notes

Reaction equation

HRID 2365941 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][C:14]1[CH:19]=[CH:18][C:17]([CH:20]2[CH2:25][CH2:24][CH2:23][NH:22][CH2:21]2)=[CH:16][CH:15]=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:22]1[CH2:23][CH2:24][CH2:25][CH:20]([C:17]2[CH:16]=[CH:15][C:14]([CH3:13])=[CH:19][CH:18]=2)[CH2:21]1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 8471TriethylamineHCID 983332-Bromomethyl-1,4-benzodioxaneHCID 109658193-(4-Methylphenyl)piperidine

Product 1

HCID 25174677HCID 25174677, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A mixture of 2-bromomethyl-2,3-dihydrobenzo[1,4]dioxine (36 mg, 0.16 mmol), 3-(4-methylphenyl)piperidine.HCl (35 mg, 0.16 mmol) and triethylamine (38 mg, 0.38 mmol) in acetonitrile (2 mL) was heated in a microwave reactor at 140-150° C. for 9 h. The mixture was absorbed on silica and purified by flash chromatography using a gradient of heptane and EtOAc as eluent to give 20 mg of the title compound.

Workup

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

Sources & evidence

ORD record
ord-b191fdb07f664d63a21306069f66aed7
Source dataset
uspto-grants-2014_04
Patent number
US08697723B2

Reaction notes

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