Triethylamine → HCID 58955133, compound

HRID 1992517Notes

Reaction equation

HRID 1992517 reaction equation
[CH3:1][O:2][C:3]1[N:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[N:9]=[CH:8][CH:7]=[C:6]2OS(C(F)(F)F)(=O)=O.C(N(CC)CC)C.[CH2:28]1[CH:32]([OH:33])[CH2:31][NH:30][CH2:29]1>CN(C=O)C.O>[CH3:1][O:2][C:3]1[N:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[N:9]=[CH:8][CH:7]=[C:6]2[N:30]1[CH2:29][CH2:28][CH:32]([OH:33])[CH2:31]1

Participants

6

Reactant 3

HCID 8471TriethylamineHCID 982104-HydroxypyrrolidineHCID 112552656-Methoxy-1,5-naphthyridin-4-yl trifluoromethanesulfonate

Product 1

HCID 58955133HCID 58955133, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6228DimethylformamideSolvent

Procedure

1,1,1-Trifluoro-methanesulfonic acid 6-methoxy-[1,5]naphthyridin-4-yl ester (20 g, 65 mmol) was dissolved in DMF and treated with triethylamine (12 mL, 84 mmol) and DL-3-pyrrolidinol (7.4 g , 84 mmol.) The reaction mixture was stirred overnight at room temperature. The resulting reaction mixture was diluted with water (200 mL) and stirred for 1 h. The resulting precipitate was filtered off, washed with diethyl ether, and air dried to afford the title compound: LC-MS m/z 246 (M+H)+

Workup

  1. customThe resulting reaction mixture
  2. stirringstirred for 1 h
  3. filtrationThe resulting precipitate was filtered off
  4. washwashed with diethyl ether, and air
  5. customdried

Sources & evidence

ORD record
ord-92bfba2f3ff04631a7bf8d5784284ed4
Source dataset
uspto-grants-2010_01
Patent number
US07648984B2

Reaction notes

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