HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-(4-Aminophenoxy)-3-ethoxypropan-2-ol → 4-Anilino-5-bromo-2-{4-[3-ethoxy-2-(hydroxy)propoxy]anilino}pyrimidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-(4-Aminophenoxy)-3-ethoxypropan-2-ol | HCID 10774857 | — |
| Reactant | 5-bromo-2-chloro-N-phenylpyrimidin-4-amine | HCID 11403389 | — |
| Product | 4-Anilino-5-bromo-2-{4-[3-ethoxy-2-(hydroxy)propoxy]anilino}pyrimidine | HCID 18186494 | 21% |
Reaction Steps
Using an analogous method to that described in Example 136, but starting from 4-anilino-5-bromo-2-chloropyrimidine (Method 13) and 4-[3-ethoxy-2-(hydroxy)propoxy]aniline (obtained as described in J. Med. Chem., 1998, 41, 330-36), the product was obtained in 21% yield. NMR: 1.10 (t, 3H), 3.42 (m, 2H), 3.45 (q, 2H), 3.75-3.9 (m, 3H), 4.99 (d, 1H), 6.74 (d, 2H), 7.12 (t, 1H), 7.33 (dd, 2H), 7.44 (d, 2H), 7.60 (d, 2H), 8.15 (s, 1H), 9.10 (s, 1H); MS (MH+): 459.3, 461.4.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06593326B1 |
| Source dataset | uspto-grants-2003_07 |
| ORD ID | ord-70e2cc2cd5424bceaf2a0efc8a2988aa |
| Source note | uspto-grants-2003_07 |