HuagongsheHuagongshe Chemistry Print Report · For research reference only
4-(2-Amino-4-methyl-phenylsulfanyl)-phenol → 4-[4-(3-Bromo-benzyloxy)-2-(pyrimido[4,5-d]pyrimidin-4-ylamino)-phenylsulfanyl]-phenol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 4-(2-Amino-4-methyl-phenylsulfanyl)-phenol | HCID 66808123 | — |
| Reactant | 4-[2-Amino-4-(3-bromo-benzyloxy)-phenylsulfanyl]-phenol | HCID 66808268 | — |
| Reactant | N'-(5-Cyano-pyrimidin-4-yl)-N,N-dimethyl-formamidine | HCID 66808339 | — |
| Reactant | N'-(5-Cyano-2-ethylsulfanyl-pyrimidin-4-yl)-N,N-dimethyl-formamidine | HCID 66808651 | — |
| Product | 4-[4-(3-Bromo-benzyloxy)-2-(pyrimido[4,5-d]pyrimidin-4-ylamino)-phenylsulfanyl]-phenol | HCID 60204812 | — |
Reaction Steps
The product from Example 194A was reacted with the product from Example 15A according to the procedure from Example 156C substituting the product from Example 15A for the product from Example 6c and substituting the product from Example 194A for the product from Example 156B to provide the crude product which was purified by HPLC with NH4OAc to provide the title compound. 1H NMR (300 MHz, DMSO-D6) δ ppm: 5.12 (s, 2H), 6.64 (d, J=8.82 Hz, 2H), 6.93-7.04 (m, 1H), 7.10 (d, J=8.82 Hz, 2H), 7.14-7.23 (m, 2H), 7.36 (t, J=7.72 Hz, 1H), 7.43-7.49 (m, 1H), 7.54 (dt, J=7.81, 1.61 Hz, 1H), 7.65 (d, J=1.47 Hz, 1H), 9.04 (m, 1H), 9.63 (s, 1H), 10.29 (m, 1H); MS (ESI−) m/z 531 (M−H)−.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07915411B2 |
| Source dataset | uspto-grants-2011_03 |
| ORD ID | ord-c1a1017425d64141a254674cb979c0fd |
| Source note | uspto-grants-2011_03 |