Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 513265Generated: October 30, 2026

Hydrochloric Acid → Hydrochloric Acid

https://huagongshe.com/reaction/513265

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantAcetyl chlorideHCID 6367—
ReactantDiisopropylethylamineHCID 81531—
ReactantHCID 56970645HCID 56970645—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductHydrochloric AcidHCID 313—
ProductHCID 67501320HCID 67501320—

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 acetyl chloride (0.022 mL, 0.3 mmol). The mixture was stirred at RT for 15 min 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 C26H28FN5O2: 462.5. NMR (CD3OD): 8.12 (1H, s), 7.37 (1H, m), 7.34 (2H, d, J=8.4 Hz), 7.28 (1H, m), 7.18 (1H, m), 7.15-7.10 (3H, m), 5.88 (1H, s), 4.69 (1H, m), 4.51 (2H, s), 4.06 (1H, m), 3.24 (1H, m), 2.89 (1H, m), 2.73 (1H, m), 2.15 (3H, s), 1.92 (2H, m), 1.66 (2H, m) ppm.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09102625B2
Source datasetuspto-grants-2015_08
ORD IDord-74440afbe4054c3db116cfda1c2a4371
Source noteuspto-grants-2015_08