HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 140609640, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | HCID 89613725 | HCID 89613725 | — |
| Reactant | N,N'-bis-BOC-pyrazole carboxamidine | HCID 178454276 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 140609640 | HCID 140609640 | 91.3% |
Reaction Steps
Compound 2 (0.438 g, 1.48 mmol) was dissolved in MeOH (7.00 mL), and successively treated with N,N′-bis-tert-butoxycarbonyl-1H-pyrazole carboxamidine (0.412 g, 1.33 mmol) and i-Pr2NEt (0.380 g, 2.95 mmol) at ambient temperature. The resulting mixture was stirred 3 h then concentrated and purified by chromatography on SiO2 (A: hexanes; B: EtOAc; 0-100% B over 19.2 min; 40 mL/min; 40 g column) to obtain the product as a white foam (0.61 g, 82%). 1H NMR (300 MHz, CDCl3) δ 8.5 (t, 1H), 7.5 (d, 1H), 7.2 (dd, 1H), 6.85 (d, 1H), 4.52 (d, 2H), 4.18 (t, 2H), 3.9 (t, 2H), 2.1 (m, 2H), 1.52 (s, 9H), 1.47 s (s, 9H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09388125B2 |
| Source dataset | uspto-grants-2016_07 |
| ORD ID | ord-ed2d2725f114430092e1669f2817e8d1 |
| Source note | uspto-grants-2016_07 |