HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → {4-[(3,4-Dimethoxy-pyridin-2-ylmethyl)-(3,5-dimethyl-pyridin-2-ylmethyl)-amino]-butyl}-carbamic acid tert-butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 2-Chloromethyl-3,4-dimethoxypyridinium hydrochloride | HCID 53423692 | — |
| Reactant | {4-[(3-Methyl-pyridin-2-ylmethyl)-amino]-butyl}-carbamic acid tert-butyl ester | HCID 58997087 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | {4-[(3,4-Dimethoxy-pyridin-2-ylmethyl)-(3,5-dimethyl-pyridin-2-ylmethyl)-amino]-butyl}-carbamic acid tert-butyl ester | HCID 67271982 | — |
Reaction Steps
Using General Procedure A: Reaction of {4-[(3-methyl-pyridin-2-ylmethyl)-amino]-butyl}-carbamic acid tert-butyl ester, 3,4-dimethoxy-2-chloromethylpyridinium hydrochloride, DIPEA and KI in CH3CN gave {4-[(3,4-dimethoxy-pyridin-2-ylmethyl)-(3,5-dimethyl-pyridin-2-ylmethyl)-amino]-butyl}-carbamic acid tert-butyl ester as an oily residue. 1H NMR (CDCl3) δ 1.30-1.35 (m, 2H), 1.43 (s, 9H), 1.48-1.55(m, 2H), 2.14 (s, 3H), 2.27 (s, 3H), 2.95-3.00 (m, 2H), 3.76 (s, 6H), 3.91 (s, 3H), 5.14 (bs, 1H), 6.79 (d, 1H, J=6.9 Hz), 7.22 (s, 1H), 8.19 (s, 1H), 8.25 (d, 1H, J=6.9 Hz).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07291631B2 |
| Source dataset | uspto-grants-2007_11 |
| ORD ID | ord-0d6c5b2351bb4011a9ff7ea369ff899f |
| Source note | uspto-grants-2007_11 |