HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylamine, hydrochloride → N,N-Dimethyl-1H-pyrrolo[2,3-b]pyridine-5-methanamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylamine, hydrochloride | HCID 10473 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Sodium cyanoborohydride | HCID 5003444 | — |
| Reactant | 1H-Pyrrolo[2,3-b]pyridine-5-carbaldehyde | HCID 22832051 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Water | HCID 962 | — |
| Product | N,N-Dimethyl-1H-pyrrolo[2,3-b]pyridine-5-methanamine | HCID 59832309 | 33% |
Reaction Steps
To 1H-Pyrrolo[2,3-b]pyridine-5-carbaldehyde (114 mg, 0.78 mmol), in methanol (10 ml) was added dimethylamine hydrochloride (127 mg, 1.56 mmol, NaOH (31.2 mg, 0.78 mmol), sodium cyanoborohydride (49 mg, 0.78 mmol) and the solution was stirred under nitrogen for 12 hr. Poured into water (50 mL), extracted with ethyl acetate, dried (Na2SO4) to afforded Dimethyl-(1H-pyrrolo[2,3-b]pyridin-5-ylmethyl)-amine (44 mg, 33% yield) used without purification. MS: m/e 176.1 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07446199B2 |
| Source dataset | uspto-grants-2008_11 |
| ORD ID | ord-40b9bc0a873a44b18533dfd18f6659b6 |
| Source note | uspto-grants-2008_11 |