Sulfuric Acid → HCID 68547112, compound

HRID 1432347Notes

Reaction equation

HRID 1432347 reaction equation
OS(O)(=O)=O.[H-].[Al+3].[Li+].[H-].[H-].[H-].[CH:12]1[N:13]=[CH:14][N:15]2[CH2:20][CH2:19][CH2:18][CH:17]([CH:21]3[CH2:25][CH2:24][NH:23][C:22]3=O)[C:16]=12>O1CCCC1>[NH:23]1[CH2:24][CH2:25][CH:21]([CH:17]2[CH2:18][CH2:19][CH2:20][N:15]3[CH:14]=[N:13][CH:12]=[C:16]23)[CH2:22]1

Participants

5

Reactant 3

HCID 1118Sulfuric AcidHCID 21226445Aluminium lithium hydrideHCID 68548481HCID 68548481, compound

Product 1

HCID 68547112HCID 68547112, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

0.14 ml of conc. H2SO4 are added dropwise to a suspension of 0.19 g of lithiumaluminium hydride and 10 ml of terahydrofuran at 0° C. After stirring for 30 minutes a solution of 0.41 g of 3-(5,6,7,8-tetrahydroimidazo[1,5-a]pyridin-8-yl)pyrrolidin-2-one and 10 ml of tetrahydrofuran is added dropwise, and the mixture is then warmed to room temperature. After 1 hour, the reaction mixture is cooled to 0° C. and quenched successively with 1 ml of tetrahydrofuran/water (1:1) and 3 ml of 5% NaOH. The precipitate is filtered off and washed with tetrahydrofuran (2×)—the combined organic phases are dried with sodium sulphate and evaporated. The crude title compound is obtained from the residue.

Workup

  1. additionis added dropwise
  2. temperaturethe reaction mixture is cooled to 0° C.
  3. customquenched successively with 1 ml of tetrahydrofuran/water (1:1) and 3 ml of 5% NaOH
  4. filtrationThe precipitate is filtered off
  5. washwashed with tetrahydrofuran (2×)—the combined organic phases
  6. dry with materialare dried with sodium sulphate
  7. customevaporated

Sources & evidence

ORD record
ord-f2617afa79b6461cb508ea75aa1036ce
Source dataset
uspto-grants-2009_11
Patent number
US07612088B2

Reaction notes

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