Hydrogen Bromide → HCID 25174836, compound

HRID 2365944Notes

Reaction equation

HRID 2365944 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.[NH:13]1[CH2:18][CH2:17][CH2:16][CH:15]([C:19]2[CH:24]=[CH:23][C:22]([OH:25])=[CH:21][CH:20]=2)[CH2:14]1.Br>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:13]1[CH2:18][CH2:17][CH2:16][CH:15]([C:19]2[CH:20]=[CH:21][C:22]([OH:25])=[CH:23][CH:24]=2)[CH2:14]1

Participants

5

Reactant 3

HCID 260Hydrogen BromideHCID 983332-Bromomethyl-1,4-benzodioxaneHCID 22326681HCID 22326681, compound

Product 1

HCID 25174836HCID 25174836, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A mixture of 2-bromomethyl-2,3-dihydrobenzo[1,4]dioxine (47 mg, 0.20 mmol), 4-(piperidin-3-yl)phenol.HBr (53 mg, 0.20 mmol) and KHCO3 (84 mg, 0.84 mmol) in acetonitrile (2 mL) was heated in a microwave reactor at 160° C. for 6.5 h. The mixture was absorbed on silica and purified by flash chromatography using a gradient of DCM and MeOH as eluent to give 6 mg of the title compound.

Workup

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

Sources & evidence

ORD record
ord-48654ac6d4c34e89ba308105cae8cba8
Source dataset
uspto-grants-2014_04
Patent number
US08697723B2

Reaction notes

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