Triethylamine → 1-(5-Bromo-4-methyl-2-pyrimidinyl)-3-azetidinol

HRID 1694731Notes

Reaction equation

HRID 1694731 reaction equation
Br[C:2]1[N:7]=[C:6]([CH3:8])[C:5]([Br:9])=[CH:4][N:3]=1.Cl.[NH:11]1[CH2:14][CH:13]([OH:15])[CH2:12]1.C(N(CC)CC)C>C(O)C>[Br:9][C:5]1[C:6]([CH3:8])=[N:7][C:2]([N:11]2[CH2:14][CH:13]([OH:15])[CH2:12]2)=[N:3][CH:4]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 27592903-Hydroxyazetidine hydrochlorideHCID 665213222,5-Dibromo-4-methylpyrimidine

Product 1

HCID 672801431-(5-Bromo-4-methyl-2-pyrimidinyl)-3-azetidinol

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of the product from example 135 step (i) (0.75 g), azetidin-3-ol hydrochloride (0.66 g) and triethylamine (0.9 ml) in ethanol (10 ml) was stirred at RT for 2 h. The solvent was removed under reduced pressure and the residue purified by chromatography on silica eluting with 60% diethylether/isohexane as eluant, yield 0.7 g.

Workup

  1. customThe solvent was removed under reduced pressure
  2. customthe residue purified by chromatography on silica eluting with 60% diethylether/isohexane as eluant

Sources & evidence

ORD record
ord-7ec627b9c75a4c789e6ada6095f8c5f8
Source dataset
uspto-grants-2012_04
Patent number
US08158820B2

Reaction notes

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