HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Chlorobenzaldehyde → HCID 59205691, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Chlorobenzaldehyde | HCID 11477 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Sodium cyanoborohydride | HCID 5003444 | — |
| Reactant | HCID 67300699 | HCID 67300699 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 59205691 | HCID 59205691 | — |
Reaction Steps
To m-chlorobenzaldehyde in MeOH was added 2-amino-N-(isoquinolin-6-yl)acetamide dihydrochloride (from Example 40) and the pH was adjusted to 5 with DIPEA. The mixture was stirred at room temperature for 2 hours, then NaCNBH3 was added and the pH was adjusted to ˜5.0 with acetic acid. The mixture was stirred 12 hours, quenched with Na2CO3(sat), extracted with EtOAc, dried (Na2SO4), filtered and evaporated to give N-(isoquinolin-6-yl)-2-(3-chlorobenzylamino)acetamide (E59).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08455647B2 |
| Source dataset | uspto-grants-2013_06 |
| ORD ID | ord-618b7e409b0c45a8af455f982d6d7017 |
| Source note | uspto-grants-2013_06 |