Ammonia → HCID 57652838, compound

HRID 2355071Notes

Reaction equation

HRID 2355071 reaction equation
C([O:3][C:4]([C:6]1[O:7][C:8]([N:11]2[CH2:15][CH2:14][C@H:13]([O:16][C:17]3[CH:22]=[C:21]([F:23])[CH:20]=[CH:19][C:18]=3[Br:24])[CH2:12]2)=[N:9][N:10]=1)=O)C.[NH3:25]>C1COCC1>[Br:24][C:18]1[CH:19]=[CH:20][C:21]([F:23])=[CH:22][C:17]=1[O:16][C@H:13]1[CH2:14][CH2:15][N:11]([C:8]2[O:7][C:6]([C:4]([NH2:25])=[O:3])=[N:10][N:9]=2)[CH2:12]1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 68452356HCID 68452356, compound

Product 1

HCID 57652838HCID 57652838, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A mixture of ethyl-5-[(3S)-3-(2-bromo-5-fluorophenoxy)pyrrolidin-1-yl]-1,3,4-oxadiazole-2-carboxylate (480 mg, 1.2 mmol) in THF (4 mL) was saturated with ammonia gas for 2 min. The mixture was stirred at room temperature for 0.5 h. The solvent was evaporated and the crude product was dissolved in Et2O, filtered and washed with Et2O to afford the title product as a solid.

Workup

  1. customThe solvent was evaporated
  2. dissolutionthe crude product was dissolved in Et2O
  3. filtrationfiltered
  4. washwashed with Et2O

Sources & evidence

ORD record
ord-b0a92dfc7f3e44dd828da2a5baa223aa
Source dataset
uspto-grants-2010_07
Patent number
US07754745B2

Reaction notes

Loading…