HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 69063745, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | 4-Nitrophenethylamine | HCID 95153 | — |
| Reactant | HCID 53326808 | HCID 53326808 | — |
| Solvent | Ethanol | HCID 702 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | HCID 69063745 | HCID 69063745 | 73% |
Reaction Steps
By proceeding in a similar manner to Example 43(b) but substituting 4-methoxy-benzylamine for 2-(4-nitro-phenyl)-ethylamine, and substituting acetonitrile for EtOH as solvent in Step 3 there is prepared (4-methoxy-benzyl)-[2-methoxy-6-(3-methoxy-phenyl)-pyrimidin-4-yl]-amine which is dissolved in ether and treated with 1 M hydrogen chloride in ether affording (4-methoxy-benzyl)-[2-methoxy-6-(3-methoxy-phenyl)-pyrimidin-4-yl]-amine hydrochloride [56.3 mg, 73%, Example 43(k)] as a solid. LC/MS: RT=2.5 minutes, MS: 352 (M+H). 1H NMR [300 MHz, (CD3)2SO]: □7.36-7.5 (3H, m), 7.28 (2H, d, J=9.2 Hz), 7.1 (1H, m), 6.9 (2H, d, J=9.2 Hz), 6.65 (1H, s), 4.57 (2H, d, J=5 Hz), 4 (3H, s), 3.8 (3H, s), 3.72 (3H, s). IC50=1073 nM
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08193183B2 |
| Source dataset | uspto-grants-2012_06 |
| ORD ID | ord-986f8d01d0e841f49b6ff89a28412e1f |
| Source note | uspto-grants-2012_06 |