HuagongsheHuagongshe Chemistry Print Report · For research reference only
Chlorosuccinimide → 1-Benzyl-3-chloro-4-(2,2-dimethyl-propionyloxy)-1H-pyrrolo[2,3-c]pyridine-5-carboxylic acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Chlorosuccinimide | HCID 31398 | — |
| Reactant | 1-Benzyl-4-(2,2-dimethyl-propionyloxy)-1H-pyrrolo[2,3-c]pyridine-5-carboxylic acid ethyl ester | HCID 68427323 | — |
| Catalyst | Benzoyl Peroxide | HCID 7187 | — |
| Solvent | Carbon Tetrachloride | HCID 5943 | — |
| Product | 1-Benzyl-3-chloro-4-(2,2-dimethyl-propionyloxy)-1H-pyrrolo[2,3-c]pyridine-5-carboxylic acid ethyl ester | HCID 68428930 | 91.8% |
Reaction Steps
A mixture of 1-benzyl-4-(2,2-dimethyl-propionyloxy)-1H-pyrrolo[2,3-c]pyridine-5-carboxylic acid ethyl ester (67 mg, 0.176 mmol), NCS (28 mg), BzOOBz (2.3 mg) in carbon tetrachloride (2 mL) was refluxed for 1 h; then cooled, solvent was removed and the residue was purified with column to give the desired product (67 mg). 1H NMR (200 MHz, CDCl3): δ (ppm)=8.63 (s, 1H), 7.4-7.2 (m, 6H), 5.35 (s, 2H), 4.41 (q, J=7.1 Hz), 1.46 (s, 9H), 1.41 (t, 3H, J=7.1 Hz).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07696223B2 |
| Source dataset | uspto-grants-2010_04 |
| ORD ID | ord-f647f3fd5a3d48389d6e39fea1bfdf24 |
| Source note | uspto-grants-2010_04 |