Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 718625Generated: October 30, 2026

Dicyclohexylcarbodiimide → HCID 86291015, compound

https://huagongshe.com/reaction/718625

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDicyclohexylcarbodiimideHCID 10868—
ReactantMethanesulfonamideHCID 72879—
ReactantHCID 117728384HCID 117728384—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
ProductHCID 86291015HCID 86291015—

Reaction Steps

A solution of compound 40a (0.20 g, 0.42 mmol), methanesulfonamide (60 mg, 0.63 mmol), dicyclohexylcarbodiimide (90.0 mg, 0.44 mmol) and N,N-dimethylpyridin-4-amine (60.0 mg, 0.49 mmol) in DCM (5 mL) was stirred at rt overnight, then concentrated under reduced pressure. The residue obtained was purified by flash column chromatography on silica gel (MeOH/CH2Cl2 (1:20)) to obtain a solid, which was washed with methanol (10 mL) to yield the title compound 28 as a yellow solid. 1H-NMR (400 MHz, DMSO-d6) δ (ppm): 9.50-9.41 (m, 1H), 8.62 (d, J=8.8 Hz, 1H), 8.41 (d, J=8.4 Hz, 1H), 8.30-8.27 (m, 2H), 8.03-7.99 (m, 2H), 7.82 (t, J=7.6 Hz, 1H), 7.73 (t, J=8.8 Hz, 1H), 7.65 (t, J=7.6 Hz, 1H), 6.51 (d, J=5.6 Hz, 1H), 4.08-3.97 (m, 4H), 3.99-3.80 (m, 4H), 2.96 (s, 3H). Mass Spectrum (LCMS, ESI pos.): Calcd. for C28H23N7O4S: 554.2 (M+H). Found: 554.0.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09193736B2
Source datasetuspto-grants-2015_11
ORD IDord-77ab7152ac934bdba48195855e7b9468
Source noteuspto-grants-2015_11