Morpholine → HCID 58332217, compound

HRID 1891409Notes

Reaction equation

HRID 1891409 reaction equation
Br[C:2]1[CH:6]=[C:5]([C:7]([NH:9][C:10]2[CH:15]=[CH:14][C:13]([F:16])=[C:12]([Cl:17])[CH:11]=2)=[O:8])[O:4][N:3]=1.[NH:18]1[CH2:23][CH2:22][O:21][CH2:20][CH2:19]1>>[Cl:17][C:12]1[CH:11]=[C:10]([NH:9][C:7]([C:5]2[O:4][N:3]=[C:2]([N:18]3[CH2:23][CH2:22][O:21][CH2:20][CH2:19]3)[CH:6]=2)=[O:8])[CH:15]=[CH:14][C:13]=1[F:16]

Participants

3

Reactant 2

HCID 8083MorpholineHCID 58332214HCID 58332214, compound

Product 1

HCID 58332217HCID 58332217, compoundYield 42%

Procedure

A solution of 3-bromo-N-(3-chloro-4-fluorophenyl)isoxazole-5-carboxamide (7.5 mg, 0.024 mmol) in morpholine (1.0 mL) was heated at 180° C. in the microwave for 15 minutes. Purification by preparative LCMS (pH 10 buffer) gave the desired product (3.2 mg, 42%). MF=C14H14ClFN3O3; LCMS calculated for C14H14ClFN3O3 (M+H)+: m/z=326.

Workup

  1. customPurification by preparative LCMS (pH 10 buffer)

Sources & evidence

ORD record
ord-5a6b872e53f14deeb537fe9b78e18d30
Source dataset
uspto-grants-2013_08
Patent number
US08507541B2

Reaction notes

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