N-bromobutanimide → HCID 67388007, compound

HRID 908426Notes

Reaction equation

HRID 908426 reaction equation
[CH3:1][O:2][C:3]1[C:11]2[O:10][C:9]([C:12]3[C:13]([NH2:18])=[N:14][CH:15]=[CH:16][CH:17]=3)=[N:8][C:7]=2[CH:6]=[CH:5][CH:4]=1.[Br:19]N1C(=O)CCC1=O>C1COCC1>[Br:19][C:16]1[CH:17]=[C:12]([C:9]2[O:10][C:11]3[C:3]([O:2][CH3:1])=[CH:4][CH:5]=[CH:6][C:7]=3[N:8]=2)[C:13]([NH2:18])=[N:14][CH:15]=1

Participants

4

Reactant 2

HCID 67184N-bromobutanimideHCID 67389169HCID 67389169, compound

Product 1

HCID 67388007HCID 67388007, compoundYield 106.4%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
25 °C

Procedure

A mixture of 3-(7-methoxy-1,3-benzoxazol-2-yl)pyridin-2-amine (85 mg) and 1-bromopyrrolidine-2,5-dione (69.0 mg) in THF (2 ml) was stirred at 25° C. for 1 hour. The reaction mixture was concentrated to dryness and the resulting solid was triturated with water to give a solid which was collected by filtration and dried under vacuum to give 5-bromo-3-(7-methoxy-1,3-benzoxazol-2-yl)pyridin-2-amine (120 mg) as a solid.

Workup

  1. concentrationThe reaction mixture was concentrated to dryness
  2. customthe resulting solid was triturated with water
  3. customto give a solid which
  4. filtrationwas collected by filtration
  5. customdried under vacuum

Sources & evidence

ORD record
ord-d4a50646afd749feb7f2f590d1f3f01d
Source dataset
uspto-grants-2011_09
Patent number
US08017611B2

Reaction notes

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