HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Amino-1-propanol → AZD-9056 hydrochloride
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Amino-1-propanol | HCID 9086 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | 2-Chloro-5(3-oxopropyl)-N-(tricyclo[3.3.1.13,7]dec-1-ylmethyl)-benzamide | HCID 12085348 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | AZD-9056 hydrochloride | HCID 10161380 | — |
Reaction Steps
Sodium triacetoxyborohydride (4.10 g) was added to a solution of 2-chloro-5-(3-oxopropyl)-N-(tricyclo[3.3.1.13,7]dec-1-ylmethyl)-benzamide (3.46 g, Example 14b) and 3-aminopropanol (1.73 ml) in dichloromethane (200 ml). After 24 h the crude reaction mixture was purified by flash chromatography (eluting with 5-20% methanol/dichloromethane+1% ammonia) and the hydrochloride salt precipitated from ether/methanol 19:1, to afford the title compound as a white solid (1.60 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07297818B2 |
| Source dataset | uspto-grants-2007_11 |
| ORD ID | ord-6259528a46a24a3a9d08a2de3c7efe00 |
| Source note | uspto-grants-2007_11 |