HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
3-Methylpyridine-2-carboxaldehyde → {4-[(3-Methyl-pyridin-2-ylmethyl)-(1-thiazol-2-yl-ethyl)-amino]-butyl}-carbamic acid tert-butyl ester
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 3-Methylpyridine-2-carboxaldehyde | HCID 1501874 | — |
| Edukt | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Edukt | [4-(1-Thiazol-2-yl-ethylamino)-butyl]-carbamic acid tert-butyl ester | HCID 67272661 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | {4-[(3-Methyl-pyridin-2-ylmethyl)-(1-thiazol-2-yl-ethyl)-amino]-butyl}-carbamic acid tert-butyl ester | HCID 67273138 | — |
Reaktionsschritte
Using General Procedure B: Reaction of [4-(1-thiazol-2-yl-ethylamino)-butyl]-carbamic acid tert-butyl ester and 3-methyl-2-pyridine carbaldehyde in CH2Cl2 with NaBH(OAc)3 gave {4-[(3-methyl-pyridin-2-ylmethyl)-(1-thiazol-2-yl-ethyl)-amino]-butyl}-carbamic acid tert-butyl ester as an oil. 1H NMR (CDCl3) δ 1.25-1.41 (m, 2H), 1.43 (s, 9H), 1.45-1.53 (m, 2H), 1.55 (d, 3H, J=Hz), 2.47-2.52 (m, 5H), 2.98-3.04 (m, 2H), 3.83 (d, 1H, J=Hz), 4.00 (d, 1H, J=Hz), 4.11 (q, 1H, J=Hz), 4.53 (bs, 1H), 7.10 (dd, 1H, J=7.6, 4.8 Hz), 7.23 (d, 1H, J=3.3 Hz), 7.44 (d, 1H, J=6.8 Hz), 7.66 (d, 1H, J=3.3 Hz), 8.36 (dd, 1H, J=4.8, 1.1 Hz).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07863293B2 |
| Quelldatensatz | uspto-grants-2011_01 |
| ORD ID | ord-ba3cf5cb877c4251b6c447f9c0d28c5d |
| Quellennotiz | uspto-grants-2011_01 |