Dimethylamine → Methyl 2-(4-((dimethylamino)methyl)phenyl)benzo[d]oxazole-7-carboxylate

HRID 415209Notes

Reaction equation

HRID 415209 reaction equation
Br[CH2:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[O:10][C:11]3[C:17]([C:18]([O:20][CH3:21])=[O:19])=[CH:16][CH:15]=[CH:14][C:12]=3[N:13]=2)=[CH:5][CH:4]=1.[CH3:22][NH:23][CH3:24]>CO>[CH3:22][N:23]([CH2:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[O:10][C:11]3[C:17]([C:18]([O:20][CH3:21])=[O:19])=[CH:16][CH:15]=[CH:14][C:12]=3[N:13]=2)=[CH:5][CH:4]=1)[CH3:24]

Participants

4

Reactant 2

HCID 674DimethylamineHCID 66621208Methyl 2-(4-(bromomethyl)phenyl)benzo[d]oxazole-7-carboxylate

Product 1

HCID 66620925Methyl 2-(4-((dimethylamino)methyl)phenyl)benzo[d]oxazole-7-carboxylate

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To the solution of methyl 2-(4-(bromomethyl)phenyl)benzo[d]oxazole-7-carboxylate (150 mg, 0.72 mmol) in methanol (2 mL), was added dimethylamine solution (0.5 mL, 2.88 mmol), the resulting mixture was stirred at room temperature for 17 hr, then the solvents were evaporated and methyl 2-(4-((dimethylamino)methyl)phenyl)benzo[d]oxazole-7-carboxylate. LC-MS (ESI) m/z 311 [M+1]+.

Workup

  1. customthe solvents were evaporated

Sources & evidence

ORD record
ord-3d998602099c442092ff2263f3bcdfa2
Source dataset
uspto-grants-2012_01
Patent number
US08088760B2

Reaction notes

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