HuagongsheHuagongshe Chemistry Print Report · For research reference only
Diisopropylethylamine → Methyl 8-methoxyisoquinoline-3-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | Methanaminium, N-((1H-benzotriazol-1-yloxy)(dimethylamino)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 2733084 | — |
| Reactant | 6-Methoxyisoquinoline-3-carboxylic acid | HCID 57306949 | — |
| Reactant | HCID 178508178 | HCID 178508178 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | Methyl 8-methoxyisoquinoline-3-carboxylate | HCID 66940406 | 97.8% |
Reaction Steps
224 mg (1.1 mmol) of 6-methoxy-isoquinoline-3-carboxylic acid was reacted with 242 mg (1 mmol) of intermediate B (2-amino-3H-benzoimidazole-4-carboxylic acid (1H-imidazol-2-yl)-amide), 569 mg (1.5 mmol) of HBTU, 0.704 ml (4 mmol) of DIEA and 5 mL of DMF stirring at 80° C. for 2 h as describe in general procedure A to provide 212.4 mg (50%) of the title compound. 1H-NMR (400 MHz, DMSO): 9.37(s, 1H), 8.71 (s, 1H), 8.24(d, 1H), 7.94(d, 1H), 7.82(d, 1H), 7.73(d, 1H), 7.49(dd, 1H), 7.34(t, 1H), 6.88(s, 1H), 6.76(s, 1H), 3.98 (s, 3H) ppm; LCMS: 428 (M+1)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08598353B2 |
| Source dataset | uspto-grants-2013_12 |
| ORD ID | ord-d720657ac7ab4be89899fbcc4e249c51 |
| Source note | uspto-grants-2013_12 |