Pyrrolidine → HCID 86685645, compound

HRID 920976Notes

Reaction equation

HRID 920976 reaction equation
[NH:1]1[CH2:5][CH2:4][CH2:3][CH2:2]1.[F:6][C:7]([F:21])([F:20])[C:8]1[N:12]2[CH2:13][CH2:14][NH:15][CH2:16][C:11]2=[C:10]([C:17]([O-])=[O:18])[N:9]=1>O>[N:1]1([C:17]([C:10]2[N:9]=[C:8]([C:7]([F:20])([F:6])[F:21])[N:12]3[CH2:13][CH2:14][NH:15][CH2:16][C:11]=23)=[O:18])[CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 2

HCID 31268PyrrolidineHCID 86685642HCID 86685642, compound

Product 1

HCID 86685645HCID 86685645, compoundYield 99.7%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
50 °C

Procedure

Pyrrolidine (560 mg, 8 mmol), methyl 3-(trifluoromethyl)-5,6,7,8-tetrahydroimidazo[1,5-a]pyrazine-1-carboxylate 3b (400 mg, 1.60 mmol) and 0.4 mL of H2O were mixed in a sealed tube. After stirring at 50° C. for 4 hours, the reaction mixture was concentrated under reduced pressure to obtain crude pyrrolidin-1-yl-[3-(trifluoromethyl)-5,6,7,8-tetrahydroimidazo[1,5-a]pyrazin-1-yl]methanone 18a (460 mg) as a light yellow solid. The product was used directly in the next reaction without purification.

Workup

  1. concentrationthe reaction mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-576af8b2d5e6418891eab668a4b62e07
Source dataset
uspto-grants-2016_03
Patent number
US09273052B2

Reaction notes

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