Morpholine → HCID 44448998, compound

HRID 1865604Notes

Reaction equation

HRID 1865604 reaction equation
[Br:1][C:2]1[CH:13]=[C:6]2[C:7]([O:9]C(=O)[NH:11][C:5]2=[CH:4][CH:3]=1)=O.[NH:14]1[CH2:19][CH2:18][O:17][CH2:16][CH2:15]1>C1COCC1>[NH2:11][C:5]1[CH:4]=[CH:3][C:2]([Br:1])=[CH:13][C:6]=1[C:7]([N:14]1[CH2:19][CH2:18][O:17][CH2:16][CH2:15]1)=[O:9]

Participants

4

Reactant 2

HCID 8083MorpholineHCID 2885615-Bromoisatoic Anhydride

Product 1

HCID 44448998HCID 44448998, compoundYield 94%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Into an 8 mL screw cap vial were added 5-bromoisatoic anhydride (0.200 g, 0.826 mmol), anhydrous THF (5 mL), and morpholine (101 mg, 1.16 mmol). The vial was sealed and placed in a heat block at 60° C. for 1.5 h after which it was concentrated under vacuum. The crude product was triturated with Et2O/hexanes to afford 111 mg (94%) of (2-Amino-5-bromo-phenyl)-morpholin-4-yl-methanone as a tan solid. m/z 285/287 [MH+].

Workup

  1. customInto an 8 mL screw cap vial
  2. customThe vial was sealed
  3. concentrationafter which it was concentrated under vacuum
  4. customThe crude product was triturated with Et2O/hexanes

Sources & evidence

ORD record
ord-469bb576991a45c4929bbe75bfd1aca7
Source dataset
uspto-grants-2009_12
Patent number
US07626021B2

Reaction notes

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