HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → HCID 70087585, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | P,P-Diphenylphosphinic azide | HCID 199401 | — |
| Reactant | 4-(aminomethyl)-N,N-dimethylaniline dihydrochloride | HCID 2734633 | — |
| Reactant | HCID 11685290 | HCID 11685290 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 70087585 | HCID 70087585 | 76% |
Reaction Steps
This compound was prepared from 1-(3-pyridyl-methyl)-1H-indole-2-carboxylic acid (200 mg, 0.79 mmol), diphenylphosphoryl azide (222.7 μl, 1.03 mmol), N,N-diisopropylethylamine (364 μl), and 4-dimethylamino-benzylamine dihydrochloride (632.3 mg, 2.84 mmol) in N,N-dimethylformamide (10 ml) as described in example 3/1. The purification by flash chromatography on silica gel was done with toluene/ethyl acetate first 6:1, then going to pure ethyl acetate in two steps: 228.7 mg (76%) of the desired product were obtained. M.p. 108-110° C. MS: 385.3 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06337344B1 |
| Source dataset | uspto-grants-2002_01 |
| ORD ID | ord-6bf1954f6b3a4a1ebaf51eaa0a9c2d92 |
| Source note | uspto-grants-2002_01 |