HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 68412017, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | (2S)-1-(Chloroacetyl)-4,4-difluoropyrrolidine-2-carbonitrile | HCID 45081037 | — |
| Reactant | HCID 67480765 | HCID 67480765 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 68412017 | HCID 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07652021B2 |
| Source dataset | uspto-grants-2010_01 |
| ORD ID | ord-ff5cb9b1fdf8453cb275377a284e1bf4 |
| Source note | uspto-grants-2010_01 |