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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 513264Generated: October 29, 2026

Hydrochloric Acid → Hydrochloric Acid

https://huagongshe.com/reaction/513264

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantDimethylcarbamoyl ChlorideHCID 6598—
ReactantDiisopropylethylamineHCID 81531—
ReactantHCID 56970645HCID 56970645—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductHydrochloric AcidHCID 313—
ProductHCID 56970641HCID 56970641—

Reaction Steps

Compound 4-(2-fluorobenzylamino)-6-(4-(piperidin-4-yl)phenylamino)nicotinamide (Example 106) HCl salt (100 mg, 0.2 mmol) was stirred in 5 mL NMP. To the solution were added DIEA (0.18 mL, 1.0 mmol) and dimethylcarbamylchloride (0.055 mL, 0.6 mmol). The mixture was stirred at RT for 1 h and quenched with Me2NH. The mixture was concentrated in vacuo and subjected to reverse phase prep HPLC to isolate the title compound as HCl salt. UV=259 nm. M+H found for C27H31FN6O2: 491.5. NMR (CD3OD): 8.12 (1H, s), 7.37 (1H, m), 7.34 (2H, d, J=8.4 Hz), 7.28 (1H, m), 7.17 (1H, m), 7.16-7.10 (3H, m), 5.88 (1H, s), 4.51 (2H, s), 3.82 (2H, m), 2.94 (2H, m), 2.88 (6H, s), 2.80 (1H, m), 1.86 (2H, m), 1.72 (2H, m) ppm.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09102625B2
Source datasetuspto-grants-2015_08
ORD IDord-cde402ee7fa44bf1ba9715a4ae0d67bc
Source noteuspto-grants-2015_08