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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1755251Generated: November 4, 2026

Triethylamine → HCID 75204316, compound

https://huagongshe.com/reaction/1755251

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
Reactant5-Methylpyrimidine-2-carboxylic acidHCID 15160170—
ReactantHCID 75204201HCID 75204201—
SolventDimethyl SulfoxideHCID 679—
ProductHCID 75204316HCID 7520431641%

Reaction Steps

To a solution of 5-methylpyrimidine-2-carboxylic acid (0.03 g, 0.22 mmol, 1 eq) and (S)-1-(pyrrolo[1,2-a]pyrazin-1-yl)pyrrolidin-3-amine (0.060 g, 0.22 mmol, 1 eq) in 1 mL of DMSO was added triethylamine (0.12 mL, 0.86 mmol, 4 eq) and HATU (0.09 g, 0.24 mmol, 1.1 eq). After stirring for 1 h at room temperature, the mixture was concentrated and purified by HPLC to afford (S)-5-methyl-N-(1-(pyrrolo[1,2-a]pyrazin-1-yl)pyrrolidin-3-yl)pyrimidine-2-carboxamide (0.029 g, 0.09 mmol, 41%). 1H NMR (400 MHz, CD3OD) δ 8.75 (s, 2 H), 7.76 (s, 1 H), 7.71 (d, J=5.5 Hz, 1 H), 7.54 (s, 1 H), 6.91 (s, 1 H), 6.85 (d, J=5.8 Hz, 1 H), 5.00-3.60 (br, 5 H), 2.65-2.30 (br, 2 H), 2.40 (s, 3 H); MS: (ES) m/z calculated for C17H18N6O [M+H]+ 323.2, found 323.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09169261B2
Source datasetuspto-grants-2015_10
ORD IDord-342252da844044188a9a2eb09bb7aa1c
Source noteuspto-grants-2015_10