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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 449500Generated: October 30, 2026

Dimethylamine → HCID 59496615, compound

https://huagongshe.com/reaction/449500

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylamineHCID 674—
ReactantTetrahydrofuranHCID 8028—
ReactantDiisopropylethylamineHCID 81531—
ReactantMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
ReactantHCID 59496708HCID 59496708—
SolventDimethylformamideHCID 6228—
ProductHCID 59496615HCID 5949661560%

Reaction Steps

N,N,N′,N′-Tetramethyl-O-(7-azabenzotriazol-1-yl)uronium hexafluorophosphate (120 mg, 0.32 mmol) and N,N-diisopropylethylamine (92 uL, 0.53 mmol) were added to a solution of 2-[(tert-butoxycarbonyl)amino]-3-[6-(2,3-difluorophenyl)pyridin-3-yl]propanoic acid (100 mg, 0.3 mmol) in N,N-dimethylformamide (5 mL). The reaction was stirred at r.t. for 10 min, and 2 M of dimethylamine in tetrahydrofuran (0.26 mL, 0.53 mmol) was added and stirred for 1 h. The reaction mixture was partitioned between water and EtOAc. The organic layer was washed with brine, dried over MgSO4, filtered and concentrated under reduced pressure to give crude tert-butyl 3-(6-(2,3-difluorophenyl)pyridin-3-yl)-1-(dimethylamino)-1-oxopropan-2-ylcarbamate (0.06 g, 60%) as an oil. Analytical LCMS (M+H)+: m/z=406.0.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08481732B2
Source datasetuspto-grants-2013_07
ORD IDord-cf0f7c2dd9aa44c59e574922b27d362e
Source noteuspto-grants-2013_07