HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Propanol, 3-amino-2,2-dimethyl- → 2-Chloro-5-[(3-hydroxy-2,2-dimethylpropylamino)methyl]-N-(tricyclo[3.3.1.13,7]dec-1-ylmethyl)-benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Propanol, 3-amino-2,2-dimethyl- | HCID 117326 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | 2-Chloro-5-formyl-N-(tricyclo [3.3.1.13,7]dec-1-ylmethyl)-benzamide | HCID 12085346 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Product | 2-Chloro-5-[(3-hydroxy-2,2-dimethylpropylamino)methyl]-N-(tricyclo[3.3.1.13,7]dec-1-ylmethyl)-benzamide | HCID 10295552 | 18.5% |
Reaction Steps
Prepared according to the method described in Example 2 from 2-chloro-5-formyl-N-(tricyclo [3.3.1.13,7]dec-1-ylmethyl)-benzamide (0.150 g, Example 1b), 3-amino-2,2-dimethylpropanol (0.093 g) and sodium triacetoxyborohydride (0.134 g) in 1,2-dichloroethane (6 ml). After work-up, the residue was purified by NPHPLC eluting with a gradient of 0-10% ethanol in dichloromethane to give the title compound as a white powder (0.035 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06881754B2 |
| Source dataset | uspto-grants-2005_04 |
| ORD ID | ord-6deaeb5b88184ab3b22a3c6856369acb |
| Source note | uspto-grants-2005_04 |