Methylamine → HCID 58552829, compound

HRID 520453Notes

Reaction equation

HRID 520453 reaction equation
[CH3:1][NH2:2].O=[C:4]1[O:9][C:8]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[C:16]([F:19])([F:18])[F:17])=[N:7][C:6]2[C:20]([C:24]([NH:26][C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][N:28]=3)=[O:25])=[CH:21][CH:22]=[CH:23][C:5]1=2>CO>[CH3:1][N:2]1[C:4](=[O:9])[C:5]2[C:6](=[C:20]([C:24]([NH:26][C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][N:28]=3)=[O:25])[CH:21]=[CH:22][CH:23]=2)[N:7]=[C:8]1[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[C:16]([F:17])([F:18])[F:19]

Participants

4

Reactant 2

HCID 6329MethylamineHCID 58552824HCID 58552824, compound

Product 1

HCID 58552829HCID 58552829, compoundYield 22%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 30 wt % methylamine (7 mL) in MeOH and 4-oxo-N-(pyridin-2-yl)-2-(2-(trifluoromethyl)phenyl)-4H-benzo[d][1,3]oxazine-8-carboxamide 25 (90 mg, 0.22 mmol) was heated under gentle reflux for 1 h then cooled to room temperature. The resulting precipitate was collected by filtration, rinsed with H2O, and dried under vacuum to give Compound 212 (20 mg, 22% yield) as a white solid. MS (ESI) calc. for C22H15F3N4O2: 424.11. found: 425 [M+H].

Workup

  1. temperatureunder gentle reflux for 1 h
  2. filtrationThe resulting precipitate was collected by filtration
  3. washrinsed with H2O
  4. customdried under vacuum

Sources & evidence

ORD record
ord-c6c7c631f8dd4bb9aabd4f3dbe1e5544
Source dataset
uspto-grants-2016_05
Patent number
US09326986B2

Reaction notes

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