Water → 4-Ethylpyrrolo[1,2-a]pyrazine

HRID 233464

Reaction equation

HRID 233464 reaction equation
[CH:1]1[C:2]2[N:3]([CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:5][N:6]=1.[Li+].[CH3:11][CH:12]([N-]C(C)C)C.ICC.O>O1CCCC1>[CH2:11]([C:4]1[N:3]2[CH:7]=[CH:8][CH:9]=[C:2]2[CH:1]=[N:6][CH:5]=1)[CH3:12]

Participants

6

Conditions

Temperature
-78 °C

Procedure

1.0 g of pyrrolo[1,2-a]pyrazine prepared in Preparation Example 1 was dissolved in 10 ml of tetrahydrofuran and then cooled to -78° C. under nitrogen atmosphere. To this solution was added 1.2 equivalents of LDA solution; the resulting mixture was stirred for 30 minutes; and 1 ml of iodoethane was added to the mixture while maintaining the temperature of -78° C. The reaction mixture was stirred for 30 minutes, warmed to room temperature and then poured into water. The organic layer was isolated and then concentrated to dryness to obtain 0.3 g of title compound.

Workup

  1. temperaturewhile maintaining the temperature of -78° C
  2. stirringThe reaction mixture was stirred for 30 minutes
  3. temperaturewarmed to room temperature
  4. customThe organic layer was isolated
  5. concentrationconcentrated to dryness

Sources & evidence

ORD record
ord-eb306ae1bfc344cba9a9536013cb01a2
Source dataset
uspto-grants-1997_01
Patent number
US05593984

Linked notes

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