HuagongsheHuagongshe Chemistry Print Report · For research reference only
Benzenemethanamine, 3-chloro-4-methyl- → N-(3-chloro-4-methylbenzyl)-5-hydroxy-2-(2-methoxyphenyl)-1-methyl-6-oxo-1,6-dihydropyrimidine-4-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Benzenemethanamine, 3-chloro-4-methyl- | HCID 106225 | — |
| Reactant | 5-Hydroxy-2-(2-methoxy-phenyl)-1-methyl-6-oxo-1,6-dihydro-pyrimidine-4-carboxylic acid ethyl ester | HCID 54691438 | — |
| Product | N-(3-chloro-4-methylbenzyl)-5-hydroxy-2-(2-methoxyphenyl)-1-methyl-6-oxo-1,6-dihydropyrimidine-4-carboxamide | HCID 54705251 | — |
Reaction Steps
Prepared according to the procedure described for example 2 from 5-hydroxy-2-(2-methoxy-phenyl)-1-methyl-6-oxo-1,6-dihydro-pyrimidine-4-carboxylic acid ethyl ester (45.6 mg, 0.15 mmol) and 3-chloro-4-methylbenzylamine (107 mg, 0.75 mmol). The title product was obtained as a brown solid (57.5 mg, 93% yield). 1HNMR (500 MHz, CDCl3) δ: 12.04 (1H, br s), 7.90 (1H, t, J=5.49 Hz), 7.48 (1H, td, J=8.24, 1.83 Hz), 7.30–7.25 (2H, m), 7.17 (1H, d, J=7.94 Hz), 7.10–7.05 (2H, m), 6.98 (1H, d, J=8.55 Hz), 4.50 (2H, d, J 6.41 Hz), 3.82 (3H, s), 3.34 (3H, s), 2.34 (3H, s). HRMS (ESI) calcd for C21H21ClN3O4 (M+H): 414.1221; found: 414.1234.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07037908B2 |
| Source dataset | uspto-grants-2006_05 |
| ORD ID | ord-d4c4fce40eb9456ba6806455b1678a8c |
| Source note | uspto-grants-2006_05 |