HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 66977024, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 5-Bromo-2-chloropyrimidine | HCID 606665 | — |
| Reactant | Ethyl 4-methylpiperidine-4-carboxylate hydrochloride | HCID 19361804 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 66977024 | HCID 66977024 | — |
Reaction Steps
To the solution of ethyl 4-methylpiperidine-4-carboxylate hydrochloride (0.9 g, 4.35 mmol) in EtOH (10 mL) was added DIPEA (2.30 mL, 13 mmol) at rt. The resulted mixture was stirred at rt for 10 minutes followed by addition of 5-bromo-2-chloropyrimidine (0.7 g, 3.6 mmol). The mixture was heated up to 70° C. for 1 h. After completion of reaction (by TLC), solvent was evaporated and the crude residue was purified over 100-200 M silica-gel by using 1.5% EtOAc:hexane to obtain the desired product as an off white solid compound (0.90 g, 75%). 1H NMR (DMSO-d6): δ 1.17 (s, 3H), 1.21 (t, J=7.20 Hz, 3H) 1.40 (m, 2H), 2.00 (m, 2H), 3.24 (m, 2H), 4.11 (m, 2H), 4.15 (q, J=7.20 Hz, 2H), 8.43 (s, 2H). MS: 328.08 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09181234B2 |
| Source dataset | uspto-grants-2015_11 |
| ORD ID | ord-88a4300bc1514fb7bf23dfd4d24596db |
| Source note | uspto-grants-2015_11 |