Dimethyl Sulfide → HCID 67432215, compound

HRID 2036650Notes

Reaction equation

HRID 2036650 reaction equation
C(OC(=O)[NH:10][CH:11]([C:13]1[N:14]=[C:15]2[CH:20]=[N:19][CH:18]=[CH:17][N:16]2[C:21]=1[C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][N:23]=1)[CH3:12])C1C=CC=CC=1.CSC>C(O)(C(F)(F)F)=O>[N:23]1[CH:24]=[CH:25][CH:26]=[CH:27][C:22]=1[C:21]1[N:16]2[CH:17]=[CH:18][N:19]=[CH:20][C:15]2=[N:14][C:13]=1[CH:11]([NH2:10])[CH3:12]

Participants

4

Reactant 2

HCID 1068Dimethyl SulfideHCID 67432328[1-(3-Pyridin-2-yl-imidazo[1,2-a]pyrazin-2-yl)-ethyl]-carbamic acid benzyl ester

Product 1

HCID 67432215HCID 67432215, compound

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

The mixture of [1-(3-pyridin-2-yl-imidazo[1,2-a]pyrazin-2-yl)-ethyl]-carbamic acid benzyl ester (450 mg, 1.2 mmol) and dimethylsulfide (1.0 mL) in TFA (4.0 mL) was stirred at rt overnight. The mixture was concentrated in vacuo, and the residue was dissolved in EtOAc. The organic layer was washed with satd. sodium bicarbonate solution, dried over sodium sulfate, filtered and concentrated in vacuo to provide 1-(3-pyridin-2-yl-imidazo[1,2-a]pyrazin-2-yl)-ethylamine: LC-MS (ESI) m/z 240.0 [M+H]+.

Workup

  1. concentrationThe mixture was concentrated in vacuo
  2. dissolutionthe residue was dissolved in EtOAc
  3. washThe organic layer was washed with satd
  4. dry with materialsodium bicarbonate solution, dried over sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-879f7d876cf04b1091dc45a94d372711
Source dataset
uspto-grants-2013_11
Patent number
US08575183B2

Reaction notes

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