HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 4-(4-Benzyloxy-3-chloro-phenylamino)-6-chloro-pyrimidine-5-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 4,6-Dichloropyrimidine-5-carbonitrile | HCID 599371 | — |
| Reactant | 4-Benzyloxy-3-chloroaniline | HCID 1268285 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 4-(4-Benzyloxy-3-chloro-phenylamino)-6-chloro-pyrimidine-5-carbonitrile | HCID 59011883 | — |
Reaction Steps
A solution of 4,6-dichloro-pyrimidine-5-carbonitrile Compound 2a (82 mg, 0.47 mmol), Et3N (0.13 mL, 0.94 mmol) and 4-benzyloxy-3-chloro-phenylamine Compound 2b (110 mg, 0.47 mmol) in THF (4.7 mL) was stirred at 25° C. for 3 hours. The reaction mixture was diluted with EtOAc (50 mL), washed with water (1×50 mL) and concentrated to afford 4-(4-benzyloxy-3-chloro-phenylamino)-6-chloro-pyrimidine-5-carbonitrile Compound 2c (175 mg, 100%) as an off-white solid; 1H NMR (300 MHz, CD3OD) δ 8.42 (s, 1H), 7.63 (s, 1H), 7.52-7.40 (m, 7H), 7.12 (m, 1H), 5.22 (s, 2H), 5.19 (s, 2); MS (ESI) m/z: 373 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08367825B2 |
| Source dataset | uspto-grants-2013_02 |
| ORD ID | ord-93717b372a4b4408a774307df9439b68 |
| Source note | uspto-grants-2013_02 |