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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2168202Generated: October 30, 2026

Isonicotinic Acid → HCID 67988170, compound

https://huagongshe.com/reaction/2168202

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIsonicotinic AcidHCID 5922—
ReactantSodium CarbonateHCID 10340—
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 67988152HCID 67988152—
SolventDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
SolventSodium chloride; waterHCID 57417360—
ProductHCID 67988170HCID 67988170—

Reaction Steps

4-pyridinecarboxylic acid (30.3 mg, 0.247 mmol) was dissolve in N,N-Dimethylformamide (DMF) (3 mL) under argon flow. HATU (86 mg, 0.226 mmol) was added. After 30 minutes of stirring, 1-[5-bromo-7-(phenylsulfonyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]-N-methyl-4-piperidinamine D25 (100 mg) was added. After 20 minutes of stirring, DIPEA (0.144 mL, 0.822 mmol) was added. The mixture was stirred at room temperature under argon flow for all the night. DCM (10 mL) has been added to the mixture. The work-up has been done with 2×10 mL of Na2CO3, 10 mL of brine. The organic layer was filtrated by a phase separator and put under vacuo to remove the solvent. The crude material was purified by silica chromatography eluting by a gradiant of solvent: 0-5% of MeOH in DCM. The fractions were collected and the solvent has been evaporated to give the product D26 in 41 mg. LCMS [M+H]+555.01/557.03 g 2.64 min (5 min run)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09045485B2
Source datasetuspto-grants-2015_06
ORD IDord-3299c800fa104b89b1d12a93d3a8321b
Source noteuspto-grants-2015_06