HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetic Acid → 1'-[(6-Chloro-1-{[(3S)-1-methylpiperidin-3-yl]methyl}-1H-indol-3-yl)carbonyl]-3H-spiro[2-benzofuran-1,4'-piperidine]
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetic Acid | HCID 176 | — |
| Reactant | Sodium cyanoborohydride | HCID 5003444 | — |
| Reactant | 1'-({6-Chloro-1-[(3S)-piperidin-3-ylmethyl]-1H-indol-3-yl}carbonyl)-3H-spiro[2-benzofuran-1,4'-piperidine] | HCID 59657538 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 1'-[(6-Chloro-1-{[(3S)-1-methylpiperidin-3-yl]methyl}-1H-indol-3-yl)carbonyl]-3H-spiro[2-benzofuran-1,4'-piperidine] | HCID 59657568 | — |
Reaction Steps
A solution of 1′-({6-chloro-1-[(3S)-piperidin-3-ylmethyl]-1H-indol-3-yl}carbonyl)-3H-spiro[2-benzofuran-1,4′-piperidine] in MeOH was treated with aq. H2CO (1.5 eq), AcOH (1.1 eq) and stirred for 15 min at room temperature, then treated with NaCNBH3 (1.1 eq) and stirred at room temperature for 1 h. Concentration and purification by preparative HPLC the desired product. ES-MS m/e (%): 478.2(M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07332501B2 |
| Source dataset | uspto-grants-2008_02 |
| ORD ID | ord-dcd3ef4d50794247adb8066bb8f9494b |
| Source note | uspto-grants-2008_02 |