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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 920984Generated: October 26, 2026

Dimethylamine, hydrochloride → HCID 68011898, compound

https://huagongshe.com/reaction/920984

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylamine, hydrochlorideHCID 10473—
ReactantDiisopropylethylamineHCID 81531—
ReactantMethanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 2733084—
Reactant7-[(tert-Butoxy)carbonyl]-3-(trifluoromethyl)-5H,6H,7H,8H-imidazo[1,5-a]pyrazine-1-carboxylic acidHCID 57518453—
SolventDimethylformamideHCID 6228—
ProductHCID 68011898HCID 6801189899.9%

Reaction Steps

7-Tert-butoxycarbonyl-3-(trifluoromethyl)-6,8-dihydro-5H-imidazo[1,5-a]pyrazine-1-carboxylic acid 20a (330 mg, 1 mmol) was dissolved in 5 mL of N, N-dimethylformamide, followed by addition of O-(1-benzotriazolyl)-N,N,N′,N′-tetramethyluronium hexafluorophosphate (756 mg, 2 mmol), dimethylamine hydrochloride (156 mg, 2 mmol) and N,N-diisopropylethylamine (387 mg, 3 mmol). After stirring for 12 hours, the reaction mixture was concentrated under reduced pressure, added with 50 mL of ethyl acetate, and washed successively with saturated ammonium chloride solution (30 mL) and saturated sodium chloride solution (20 mL×3). The organic phase was combined, dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated under reduced pressure to obtain crude tert-butyl 1-(dimethylcarbamoyl)-3-(trifluoromethyl)-6,8-dihydro-5H-imidazo[1,5-a]pyrazine-7-carboxylate 22a (362 mg) as a light yellow solid. The product was used directly in the next reaction without purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09273052B2
Source datasetuspto-grants-2016_03
ORD IDord-789c7eadcbbd4b9b802593e4d4d09f41
Source noteuspto-grants-2016_03