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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1409358Generated: October 31, 2026

Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) → HCID 66576286, compound

https://huagongshe.com/reaction/1409358

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 2733084—
Reactant(S)-4-(1-(2-aminopropyl)-1H-pyrazol-3-yl)-2-chloro-6-fluorobenzonitrileHCID 67170587—
ReactantHCID 70981082HCID 70981082—
SolventDimethylformamideHCID 6228—
ProductHCID 66576286HCID 6657628634.9%

Reaction Steps

The title compound was prepared using the procedure described in Example 3(h) starting from 6-(3,3-dimethylureido)imidazo[1,2-a]pyridine-2-carboxylic acid (0.270 mmol, 0.067 g) and (S)-4-(1-(2-aminopropyl)-1H-pyrazol-3-yl)-2-chloro-6-fluorobenzonitrile (0.108 mmol, 0.04 g) using DMF (4 ml) as the solvent. HBTU (0.027 mmol, 10.24 mg) was used instead of HOBt. The product precipitated into the water phase and was separated by filtration. The organic phase also contained the product. The organic phase was dried, filtered and evaporated. The combined precipitates were purified by preparative HPLC. 0.0192 g of the title compound was obtained. 1H-NMR (400 MHz, DMSO-d6) δ ppm 1.13 (d, 3H), 2.95 (s, 6H), 4.30-4.54 (m, 3H), 7.01 (d, 1H), 7.40-7.45 (m, 1H), 7.47-7.52 (m, 1H), 7.87 (d, 1H), 7.93 (dd, 1H), 7.97 (s, 1H), 8.30 (s, 1H), 8.39 (bs, 1H), 8.49 (d, 1H), 8.87-8.91 (m, 1H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08921378B2
Source datasetuspto-grants-2014_12
ORD IDord-ec54241cf23c464d8611bff2042c8a06
Source noteuspto-grants-2014_12