HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → tert-Butyl {1-[(7-chlorothieno[3,2-b]pyridin-2-yl)carbonyl]pyrrolidin-3-yl}methylcarbamate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | tert-butyl N-((pyrrolidin-3-yl)methyl)carbamate | HCID 4250767 | — |
| Reactant | Lithium 7-chlorothieno[3,2-b]pyridine-2-carboxylate | HCID 23677819 | — |
| Solvent | Thionyl Chloride | HCID 24386 | — |
| Product | tert-Butyl {1-[(7-chlorothieno[3,2-b]pyridin-2-yl)carbonyl]pyrrolidin-3-yl}methylcarbamate | HCID 20767942 | 60% |
Reaction Steps
This material was prepared from 7-chlorothieno[3,2-b]pyridine-2-carboxylic acid lithium salt (2.27 g, 10.33 mmole), SOCl2 (10 ml), tert-butyl pyrrolidin-3-ylmethylcarbamate 44a (2.07 g, 10.33 mmole) and Et3N (1.44 ml, 10.33 mmole) in a manner as previously described for example 9d to give a yellow solid (2.44 g, 60%). 1H NMR (300 MHz, CDCl3) δ7.85 (1H, s), 7.34 (1H, d, J=5.1 Hz), 4.73 (1H, s), 3.96 (1H, m), 3.85 (1H, m), 3.70 (1H, m), 3.55 (1H, m), 3.42 (1H, m), 3.22 (2H, m), 2.54 (1H, m), 2.12 (1H, m), 1.43, 1.41 (9H, s); ESIMS (M+): 396.05.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06869962B2 |
| Source dataset | uspto-grants-2005_03 |
| ORD ID | ord-d75019f4368b465b946e90a7f896cdd3 |
| Source note | uspto-grants-2005_03 |