HCID 22285043, compound → HCID 22285042, compound

HRID 1061877Notes

Reaction equation

HRID 1061877 reaction equation
Br[CH2:2][C:3]1[C:12]2[C:7](=[CH:8][C:9]([C:13]([C:15]3[N:16]=[CH:17][N:18]([C:20](C4C=CC=CC=4)([C:27]4[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=4)[C:21]4[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=4)[CH:19]=3)=[O:14])=[CH:10][CH:11]=2)[CH:6]=[CH:5][C:4]=1[C:39]([O:41]C)=O.CO.[CH3:45][NH2:46]>C1COCC1>[CH3:45][N:46]1[CH2:2][C:3]2[C:12]3[CH:11]=[CH:10][C:9]([C:13]([C:15]4[N:16]=[CH:17][N:18]([C:20]([C:27]5[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=5)([C:21]5[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=5)[C:3]5[CH:12]=[CH:7][CH:6]=[CH:5][CH:4]=5)[CH:19]=4)=[O:14])=[CH:8][C:7]=3[CH:6]=[CH:5][C:4]=2[C:39]1=[O:41]

Participants

4

Reactant 2

HCID 22285043HCID 22285043, compoundHCID 57454252Monomethylamine methanol

Product 1

HCID 22285042HCID 22285042, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Methyl 1-bromomethyl-6-[(1-trityl-1H-imidazol-4-yl)carbonyl]-2-naphthoate (14.0 g) was dissolved in THF (120 mL), and 40% methylamine methanol solution (60 mL) was added. The reaction mixture was stirred at room temperature for 20 hrs. and the solvent was evaporated. The residue was purified by column chromatography (carrier: silica gel, developing solvent: dichloromethane-methanol=40:1) and crystallized from ethyl acetate-diethyl ether to give the title compound (5.5 g) as colorless crystals.

Workup

  1. customand the solvent was evaporated
  2. customThe residue was purified by column chromatography (carrier: silica gel, developing solvent: dichloromethane-methanol=40:1)
  3. customcrystallized from ethyl acetate-diethyl ether

Sources & evidence

ORD record
ord-48e32a1271b2403b9252250ad8ea8853
Source dataset
uspto-grants-2005_11
Patent number
US06960586B2

Reaction notes

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