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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1993500Generated: October 30, 2026

Diisopropylethylamine → HCID 68412017, compound

https://huagongshe.com/reaction/1993500

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant(2S)-1-(Chloroacetyl)-4,4-difluoropyrrolidine-2-carbonitrileHCID 45081037—
ReactantHCID 67480765HCID 67480765—
SolventAcetonitrileHCID 6342—
ProductHCID 68412017HCID 68412017—

Reaction Steps

132 mg (0.45 mmole) of N-(3-Amino-1-adamantyl)-4-methoxybenzamide are reacted with 87 mg (0.42 mmole) of (2S)-1-(chloroacetyl)-4,4-difluoro-pyrrolidine-2-carbonitrile in the presence 340 mg (1.32 mmole) PS-DIEA in 25 ml acetonitrile, as described in Example 2/b.). After work-up and chromatographic purification (chloroform-methanol-25% aqueous ammonia solution 9:1:0.1) and acidification ethereal hydrochloride acide the title compound is obtained: 90 mg (46%). M.p.: 160-161° C. 1H-NMR (DMSO-d6): 1.60 (dd, 2H), 1.85 (m, 6H), 2.14 (m, 2H), 2.30 (m, 2H), 2.38 (m, 2H), 2.87 (m, 2H), 3.79 (s, 3H), 4.17 (m, 2H), 4.26 (m, 1H), 4.47 (m, 1H), 5.21 (m, 1H), 6.95 (d, 2H), 7.71 (s, 1H), 7.77 (d, 2H), 9.41 (b, 2H), 9.02 (b, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07652021B2
Source datasetuspto-grants-2010_01
ORD IDord-ff5cb9b1fdf8453cb275377a284e1bf4
Source noteuspto-grants-2010_01