HCID 136377284, compound → HCID 136127966, compound

HRID 624764Notes

Reaction equation

HRID 624764 reaction equation
[CH:1]1([N:4]([C:12]2[C:13]3[N:14]([C:26](/[CH:29]=[C:30]4\[NH:31][C:32](=[O:36])[NH:33][C:34]\4=[O:35])=[CH:27][N:28]=3)[CH:15]=[C:16]([C:18]#[C:19][C:20]3[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=3)[N:17]=2)C(=O)OC(C)(C)C)[CH2:3][CH2:2]1>ClCCl.FC(F)(F)C(O)=O>[CH:1]1([NH:4][C:12]2[C:13]3[N:14]([C:26](/[CH:29]=[C:30]4/[C:34](=[O:35])[NH:33][C:32](=[O:36])[NH:31]/4)=[CH:27][N:28]=3)[CH:15]=[C:16]([C:18]#[C:19][C:20]3[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=3)[N:17]=2)[CH2:3][CH2:2]1

Participants

4

Reactant 1

HCID 136377284HCID 136377284, compound

Product 1

HCID 136127966HCID 136127966, compoundYield 63%

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 6422Trifluoroacetic acidSolvent

Procedure

(Z)-Tert-butyl cyclopropyl(3-((2,5-dioxoimidazolidin-4-ylidene)methyl)-6-(phenylethynyl)imidazo[1,2-a]pyrazin-8-yl)carbamate (12 mg, 0.03 mmol) was dissolved in dichloromethane (0.3 mL) and trifluoroacetic acid (0.3 mL). After 1 h, the solution was concentrated under a stream of air. The residue was triturated with Et2O and filtered to yield (Z)-5-((8-(cyclopropylamino)-6-(phenylethynyl)imidazo[1,2-a]pyrazin-3-yl)methylene)imidazolidine-2,4-dione (6 mg, 63%) as a bright yellow solid.

Workup

  1. concentrationthe solution was concentrated under a stream of air
  2. customThe residue was triturated with Et2O
  3. filtrationfiltered

Sources & evidence

ORD record
ord-ee3b9ea74b834a398a9ab10a8b3fc83f
Source dataset
uspto-grants-2016_04
Patent number
US09303033B2

Reaction notes

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