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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 595117Generated: October 31, 2026

Trifluoroacetic acid → Methyl 8-amino-5,6-dihydropyrazolo[5,1-a]isoquinoline-7-carboxylate

https://huagongshe.com/reaction/595117

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantSodium BicarbonateHCID 516892—
ReactantMethyl 8-tert-butoxycarbonylamino-5,6-dihydropyrazolo[5,1-a]isoquinoline-7-carboxylateHCID 70984431—
ReactantMethyl 8-[bis-(tert-butoxycarbonyl)amino]-5,6-dihydropyrazolo[5,1-a]isoquinoline-7-carboxylateHCID 70984636—
SolventDichloromethaneHCID 6344—
ProductMethyl 8-amino-5,6-dihydropyrazolo[5,1-a]isoquinoline-7-carboxylateHCID 86712823—

Reaction Steps

TFA (1 mL) was added to a mixture of methyl 8-[bis-(tert-butoxycarbonyl)amino]-5,6-dihydropyrazolo[5,1-a]isoquinoline-7-carboxylate and methyl 8-tert-butoxycarbonylamino-5,6-dihydropyrazolo[5,1-a]isoquinoline-7-carboxylate (Intermediate 23, 0.114 g) in DCM (2 mL) and the resultant mixture was stirred at room temperature for 1 hour. Saturated aqueous sodium bicarbonate solution was added and the mixture was stirred for 15 minutes, then extracted with DCM, dried (MgSO4) and filtered. The filtrate was concentrated in vacuo to give methyl 8-amino-5,6-dihydropyrazolo[5,1-a]isoquinoline-7-carboxylate (0.060 g) as a gum.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09242997B2
Source datasetuspto-grants-2016_01
ORD IDord-796da5ac38b9448cb0fc7528b7060789
Source noteuspto-grants-2016_01