HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Methylpyridine-2-carboxaldehyde → 3-{[(3-Methyl-pyridin-2-ylmethyl)-amino]-methyl}-azetidine-1-carboxylic acid tert-butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Methylpyridine-2-carboxaldehyde | HCID 1501874 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | Tert-butyl 3-(aminomethyl)azetidine-1-carboxylate | HCID 10679125 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 3-{[(3-Methyl-pyridin-2-ylmethyl)-amino]-methyl}-azetidine-1-carboxylic acid tert-butyl ester | HCID 67272883 | — |
Reaction Steps
Using General Procedure B: Reaction of 3-aminomethyl-azetidine-1-carboxylic acid tert-butyl ester (Falgueyret, J.-P. et al. J. Med. Chem. 2001, 44, 94-104) in CH2Cl2 with 3-methyl-pyridine-2-carbaldehyde and NaBH(OAc)3 gave 3-{[(3-methyl-pyridin-2-ylmethyl)-amino]-methyl}-azetidine-1-carboxylic acid tert-butyl ester as a yellow oil. 1H NMR (CDCl3) δ 1.44 (s, 9H), 2.30 (s, 3H), 2.66-2.75 (m, 1H), 2.92 (d, 2H, J=6.0 Hz), 3.61-3.66 (m, 2H), 3.88 (s, 2H), 4.02 (t, 2H, J=9.0 Hz).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07863293B2 |
| Source dataset | uspto-grants-2011_01 |
| ORD ID | ord-7cbf91f1083447d8a52ee7a0b68f04ac |
| Source note | uspto-grants-2011_01 |