HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-Methylmorpholine → Pyridine-2-carboxylic acid 4-hydroxymethyl-benzylamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-Methylmorpholine | HCID 7972 | — |
| Reactant | 1-Ethyl-3-(3'-dimethylaminopropyl)carbodiimide | HCID 15908 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | [4-(Aminomethyl)phenyl]methanol | HCID 6496943 | — |
| Product | Pyridine-2-carboxylic acid 4-hydroxymethyl-benzylamide | HCID 22601292 | 95% |
Reaction Steps
Using General Procedure F: Reaction of (4-aminomethyl-phenyl)-methanol (200 mg, 1.46 mmol, 1-hydroxybenzotriazole (218 mg, 1.61 mmol), 4-methyl morpholine (241 uL, 2.19 mmol), and EDCI (309 mg, 1.61 mmol) for 2 h at room temperature gave the title compound (335 mg, 95%) as a yellow oil. 1H NMR (300 MHz, CDCl3) δ 4.67 (d, 2H, J=6.0 Hz), 4.69 (s, 2H), 7.36 (br s, 4H), 7.43-7.44 (m, 1H), 7.85-7.86 (m, 1H), 8.24 (d, 1H, J=9.0 Hz), 8.52 (br s, 1H), 8.52 (d, 1H, J=3.0 Hz). ES-MS m/z 243 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07312234B2 |
| Source dataset | uspto-grants-2007_12 |
| ORD ID | ord-e29934ed7064476e89e2edd0cda171e8 |
| Source note | uspto-grants-2007_12 |