Water → HCID 67365314, compound

HRID 245694Notes

Reaction equation

HRID 245694 reaction equation
[Br:1][C:2]1[N:3]=[C:4]([CH:12]2[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]2)[N:5]2[CH:10]=[CH:9][N:8]=[C:7]([CH3:11])[C:6]=12.C(N(CC)CC)C.Cl[C:26]([O:28][CH3:29])=[O:27].O>ClCCl>[Br:1][C:2]1[N:3]=[C:4]([CH:12]2[CH2:17][CH2:16][N:15]([C:26]([O:28][CH3:29])=[O:27])[CH2:14][CH2:13]2)[N:5]2[CH:10]=[CH:9][N:8]=[C:7]([CH3:11])[C:6]=12

Participants

6

Reactant 4

HCID 962WaterHCID 6586Methyl chloroformateHCID 8471TriethylamineHCID 67363964HCID 67363964, compound

Product 1

HCID 67365314HCID 67365314, compoundYield 85.4%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

1-Bromo-8-methyl-3-(piperidin-4-yl)imidazo[1,5-a]pyrazine (0.169 mmol, 50 mg) was dissolved in dichloromethane (1 ml) and triethylamine (0.337 mmol, 47 μl) and methyl chloroformate (0.186 mmol, 14.40 μl) were added at 0° C. After stirring at room temperature for one hour water and dichloromethane were added. The organic layer was separated, dried (sodium sulfate) and concentrated in vacuo to give methyl 4-(1-bromo-8-methylimidazo[1,5-a]pyrazin-3-yl)piperidine-1-carboxylate (51 mg).

Workup

  1. additionwere added
  2. customThe organic layer was separated
  3. dry with materialdried (sodium sulfate)
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-d06dd1032c4442eca7b2e87911131ccb
Source dataset
uspto-grants-2014_02
Patent number
US08658794B2

Reaction notes

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