HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 69065668, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 4-Nitrophenethylamine | HCID 95153 | — |
| Reactant | HCID 53317523 | HCID 53317523 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | HCID 69065668 | HCID 69065668 | 45% |
Reaction Steps
By proceeding in a similar manner to Example 43(b) but substituting 2-pyridin-3-yl-ethylamine for 2-(4-nitro-phenyl)-ethylamine, and substituting acetonitrile for EtOH as solvent in Step 3 there is prepared [2-methoxy-6-(3-methoxy-phenyl)-pyrimidin-4-yl]-(2-pyridin-3-yl-ethyl)-amine which is dissolved in ether and treated with 1 M hydrogen chloride in ether affording [2-methoxy-6-(3-methoxy-phenyl)-pyrimidin-4-yl]-(2-pyridin-3-yl-ethyl)-amine hydrochloride [33.2 mg, 45%, Example 43(i)] as a solid. LC/MS: RT=1.53 minutes, MS: 337 (M+H). 1H NMR [300 MHz, (CD3)2SO]: □8.82 (1H, s), 8.76 (1H, m), 8.43 (1H, m), 7.95 (1H, m), 7.32-7.45 (3H, m), 7.11 (1H, m), 6.64 (1H, s), 3.98 (3H, s), 3.79 (3H, s), 3.76 (2H, m), 3.09 (2H, m). IC50=248 nM
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08193183B2 |
| Source dataset | uspto-grants-2012_06 |
| ORD ID | ord-af13aefd6eda4153b30652a0a61f03dd |
| Source note | uspto-grants-2012_06 |