Methylamine → HCID 66621247, compound

HRID 415207Notes

Reaction equation

HRID 415207 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][C:15]([F:22])=[CH:14][C:12]=3[N:13]=2)=[CH:5][CH:4]=1.[CH3:23][NH2:24]>CO>[F:22][C:15]1[CH:16]=[C:17]([C:18]([O:20][CH3:21])=[O:19])[C:11]2[O:10][C:9]([C:6]3[CH:7]=[CH:8][C:3]([CH2:2][NH:24][CH3:23])=[CH:4][CH:5]=3)=[N:13][C:12]=2[CH:14]=1

Participants

4

Reactant 2

HCID 6329MethylamineHCID 66621057Methyl 2-(4-(bromomethyl)phenyl)-5-fluorobenzo[d]oxazole-7-carboxylate

Product 1

HCID 66621247HCID 66621247, compoundYield 8%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To the solution of methyl 2-(4-(bromomethyl)phenyl)-5-fluorobenzo[d]oxazole-7-carboxylate (350 mg, 0.96 mmol) in methanol (20 mL), methylamine (6 mL) was added, the mixture was stirred at room temperature for 1 hr, then heated to 30° C. for 30 min; the solvents were evaporated and the residue was purified by pre-HPLC to obtain methyl 5-fluoro-2-(4-((methylamino)methyl)phenyl)benzo[d]oxazole-7-carboxylate as a white solid (25 mg, yield 8%). LC-MS (ESI) m/z 315 [M+1]+.

Workup

  1. temperatureheated to 30° C. for 30 min
  2. customthe solvents were evaporated
  3. customthe residue was purified by pre-HPLC

Sources & evidence

ORD record
ord-24b123c2d77741eda5150726094e6a4e
Source dataset
uspto-grants-2012_01
Patent number
US08088760B2

Reaction notes

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