HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dimethylformamide → 4-(3-dimethylaminopropyl)-5-formyl-2-methyl-1H-pyrrole-3-carboxylic acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Phosphorus oxychloride | HCID 24813 | — |
| Reactant | HCID 54559518 | HCID 54559518 | — |
| Product | 4-(3-dimethylaminopropyl)-5-formyl-2-methyl-1H-pyrrole-3-carboxylic acid ethyl ester | HCID 54239910 | 96% |
Reaction Steps
4-(3-Dimethylamino-propyl)-2-methyl-1H-pyrrole-3-carboxylic acid ethyl ester (600 mg, 2.5 mmol) was formylated using phosphorus oxychloride and dimethylformamide to give 645 mg (96% yield) of 4-(3-dimethylamino-propyl)-5-formyl-2-methyl-1H-pyrrole-3-carboxylic acid ethyl ester. 1H-NMR (360 MHz, dimethylsulfoxide-d6) δ 12.15 (br s, 1H, NH), 9.59 (s, 1H, CHO), 4.19 (q, 2H, OCH2), 2.93 (m, 2H, CH2), 2.41 (s, 3H, CH3), 2.18 (m, 2H, CH2), 2.09 (s, 6H, N(CH3)2), 1.63 (m, 2H, CH2), 1.27 (t, 3H, CH3). MS m/z 266 [M+].
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07157577B2 |
| Source dataset | uspto-grants-2007_01 |
| ORD ID | ord-6853e552089b4f138445dfdcb903ec56 |
| Source note | uspto-grants-2007_01 |