Triethylamine → HCID 66718583, compound

HRID 515491Notes

Reaction equation

HRID 515491 reaction equation
Cl[C:2]1[N:3]([CH3:15])[C:4](=[O:14])[CH:5]=[C:6]([C:8]2[CH:13]=[CH:12][N:11]=[CH:10][N:9]=2)[N:7]=1.Cl.[CH3:17][CH:18]1[CH2:24][NH:23][CH2:22][CH2:21][CH2:20][O:19]1.C(N(CC)CC)C>>[CH3:15][N:3]1[C:4](=[O:14])[CH:5]=[C:6]([C:8]2[CH:13]=[CH:12][N:11]=[CH:10][N:9]=2)[N:7]=[C:2]1[N:23]1[CH2:22][CH2:21][CH2:20][O:19][CH:18]([CH3:17])[CH2:24]1

Participants

4

Reactant 3

HCID 8471TriethylamineHCID 179544602-Chloro-3-methyl-6-(pyrimidin-4-YL)pyrimidin-4-oneHCID 66718521HCID 66718521, compound

Product 1

HCID 66718583HCID 66718583, compound

Procedure

To a slurry of 2-Chloro-1-methyl-1H-[4,4′]bipyrimidinyl-6-one (126 mg, 0.565 mmol) and 2-methyl-[1,4]oxazepane hydrochloride (100 mg, 0.660 mmol) was added triethylamine (172 mg, 1.70 mmol) at room temperature. The resulting mixture was stirred at room temperature for 10 hours and partitioned between water and ethyl acetate. The organic layer was washed with brine, dried over sodium sulfate and concentrated in vacuo. The residue was purified by silica gel column chromatography (eluant; ethyl acetate) to afford 1-methyl-2-(2-methyl-[1,4]oxazepan-4-yl)-1H-[4,4′]bipyrimidinyl-6-one as white solid (A051) (103 mg, 61%).

Workup

  1. custompartitioned between water and ethyl acetate
  2. washThe organic layer was washed with brine
  3. dry with materialdried over sodium sulfate
  4. concentrationconcentrated in vacuo
  5. customThe residue was purified by silica gel column chromatography (eluant; ethyl acetate)

Sources & evidence

ORD record
ord-a03c6d076c784898b2b1f50ca30844bc
Source dataset
uspto-grants-2015_08
Patent number
US09108957B2

Reaction notes

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