Trifluoroacetic acid → HCID 89525256, compound

HRID 1465749Notes

Reaction equation

HRID 1465749 reaction equation
[C:1]([C:3]1[CH:4]=[N:5][C:6]2[C:11]([CH:12]=1)=[CH:10][CH:9]=[C:8]([N:13]1[CH2:18][CH2:17][N:16](C(OC(C)(C)C)=O)[CH2:15][C:14]1=[O:26])[CH:7]=2)#[N:2].C(O)(C(F)(F)F)=O>>[O:26]=[C:14]1[CH2:15][NH:16][CH2:17][CH2:18][N:13]1[C:8]1[CH:7]=[C:6]2[C:11]([CH:12]=[C:3]([C:1]#[N:2])[CH:4]=[N:5]2)=[CH:10][CH:9]=1

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 895265061-Piperazinecarboxylic acid, 4-(3-cyano-7-quinolinyl)-3-oxo-, 1,1-dimethylethyl ester

Product 1

HCID 89525256HCID 89525256, compound

Procedure

tert-Butyl 4-(3-cyanoquinolin-7-yl)-3-oxopiperazine-1-carboxylate was treated with TFA (2 mL) for 20 minutes at RT. The TFA was removed under vacuum, and the residue was dissolved in aqueous sodium carbonate, extracted with DCM, dried over sodium sulfate, and concentrated to deliver the free base of 7-(2-oxopiperazin-1-yl)quinoline-3-carbonitrile. LC-MS (IE, m/z): 253 [M+1]+.

Workup

  1. customThe TFA was removed under vacuum
  2. dissolutionthe residue was dissolved in aqueous sodium carbonate
  3. extractionextracted with DCM
  4. dry with materialdried over sodium sulfate
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-a77b3b0b9ba04494aa91305013cc5217
Source dataset
uspto-grants-2015_04
Patent number
US08999991B2

Reaction notes

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