HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium triacetoxyborohydride → N1-(3,5-Dimethyl-pyridin-2-ylmethyl)-N1-(1-pyridin-2-yl-ethyl)-propane-1,3-diamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | 3,5-Dimethylpyridine-2-carbaldehyde | HCID 18731683 | — |
| Reactant | [3-(1-Pyridin-2-yl-ethylamino)-propyl]-carbamic acid tert-butyl ester | HCID 67272175 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | N1-(3,5-Dimethyl-pyridin-2-ylmethyl)-N1-(1-pyridin-2-yl-ethyl)-propane-1,3-diamine | HCID 86623809 | — |
Reaction Steps
Using General Procedure B: Reaction of [3-(1-pyridin-2-yl-ethylamino)-propyl]-carbamic acid tert-butyl ester and 3,5-dimethyl-pyridine-2-carboxaldehyde with NaBH(OAc)3 in CH2Cl2 gave N1-(3,5-Dimethyl-pyridin-2-ylmethyl)-N1-(1-pyridin-2-yl-ethyl)-propane-1,3-diamine as a colorless oil. 1H NMR (CDCl3) δ 1.45-1.66 (m, 7H), 2.25 (s, 3H), 2.26 (s, 3H), 2.42-2.65 (m, 4H), 3.75 (d, 1H, J=12.6 Hz), 3.81 (d, 1H, J=12.6 Hz), 4.01 (q, 1H, J=6.6 Hz), 7.11-7.16 (m, 1H), 7.22 (br s, 1H), 7.38 (d, 1H, J=7.8 Hz), 7.62 (dt, 1H, J=7.8, 1.8 Hz), 8.18 (br s, 1H), 8.55 (d, 1H, J=4.5 Hz).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07863293B2 |
| Source dataset | uspto-grants-2011_01 |
| ORD ID | ord-6a4fe8208d0f4bbe8f198f484cc69e4b |
| Source note | uspto-grants-2011_01 |