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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2168227Generated: October 30, 2026

Isonicotinic Acid → HCID 178522290, compound

https://huagongshe.com/reaction/2168227

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIsonicotinic AcidHCID 5922—
ReactantDiisopropylethylamineHCID 81531—
ReactantHOAtHCID 181649—
ReactantMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
ReactantHCID 11564772HCID 11564772—
SolventDimethylformamideHCID 6228—
ProductHCID 178522290HCID 178522290—

Reaction Steps

To a mixture of 1-(7H-pyrrolo[2,3-d]pyrimidin-4-yl)-4-piperidinamine D2 (100 mg), 4-pyridinecarboxylic acid (56.7 mg, 0.460 mmol), HATU (210 mg, 0.552 mmol) and HOAt (37.60 mg, 0.276 mmol) in DMF (2.3 mL) was added DIPEA (386 μL, 2.209 mmol). The reaction mixture was stirred at room temperature for 2 hours then the solvent was removed in vacuo. The crude mixture was purified by MDAP using a high pH method to afford E11 (75 mg), 1H NMR (d6-DMSO) δ 11.70 (1H, brs), 8.70 (2H, d), 8.57 (1H, d), 8.17 (1H, s), 7.72 (2H, d), 7.18 (1H, d), 6.60 (1H, d), 4.70 (2H, dt), 4.15 (1H, m), 3.20 (2H, dt), 1.90 (2H, m), 1.60 (2H, m), MS(ES+) 323 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09045485B2
Source datasetuspto-grants-2015_06
ORD IDord-0db55db2573148cd8b69520d1be64143
Source noteuspto-grants-2015_06