HuagongsheHuagongshe Chemistry Print Report · For research reference only
tert-butyl N-(4-aminobutyl)carbamate → {4-[(5-Chloro-3-methyl-pyridin-2-ylmethyl)-amino]-butyl}-carbamic acid tert-butyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | tert-butyl N-(4-aminobutyl)carbamate | HCID 4351 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | 5-Chloro-3-methylpicolinaldehyde | HCID 72214055 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | {4-[(5-Chloro-3-methyl-pyridin-2-ylmethyl)-amino]-butyl}-carbamic acid tert-butyl ester | HCID 67272212 | — |
Reaction Steps
Using General Procedure B: Reaction of (4-amino-butyl)-carbamic acid tert-butyl ester in CH2Cl2 and 5-chloro-3-methyl-pyridine-2-carbaldehyde with NaBH(OAc)3 gave {4-[(5-chloro-3-methyl-pyridin-2-ylmethyl)-amino]-butyl}-carbamic acid tert-butyl ester as a colorless oil. 1H NMR (CDCl3) δ 1.41 (s, 9H), 1.54 (m, 4H), 2.13 (s, 1H), 2.28 (s, 3H), 2.68 (t, 2H, J=6.0 Hz), 3.11 (d, 2H, J=6.0 Hz), 3.81 (s, 2H), 4.77 (br s, 1H), 7.41 (s, 1H), 8.31 (s, 1H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07863293B2 |
| Source dataset | uspto-grants-2011_01 |
| ORD ID | ord-08fc0d0daa934a249f0f7110b4b583a7 |
| Source note | uspto-grants-2011_01 |