HuagongsheHuagongshe Chemistry Print Report · For research reference only
Glycolic Acid → N-[2-({4-[3-Chloro-4-hydroxyanilino]quinazolin-5-yl}oxy)ethyl]-2-hydroxy-N-methylacetamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Glycolic Acid | HCID 757 | — |
| Reactant | 2-Chloro-4-({5-[2-(methylamino)ethoxy]quinazolin-4-yl}amino)phenol | HCID 69057590 | — |
| Product | N-[2-({4-[3-Chloro-4-hydroxyanilino]quinazolin-5-yl}oxy)ethyl]-2-hydroxy-N-methylacetamide | HCID 69055535 | 58% |
Reaction Steps
2-Chloro-4-({5-[2-(methylamino)ethoxy]quinazolin-4-yl}amino)phenol was reacted with glycolic acid using an analogous procedure to that described in Example 3 to give N-[2-({4-[3-Chloro-4-hydroxyanilino]quinazolin-5-yl}oxy)ethyl]-2-hydroxy-N-methylacetamide in 58% yield; NMR spectrum (DMSO-d6) 2.96 (s, 3H), 3.90 (t, 2H), 4.05 (m, 3H), 4.41 (t, 2H), 6.97 (d, 1H), 7.14 (d, 1H), 7.34 (m, 2H), 7.70 (t, 1H), 7.79 (d, 1H), 8.40 (s, 1H), 9.64 (s, 1H), 10.00 (bs, 1H); Mass spectrum MH+ 403.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07625908B2 |
| Source dataset | uspto-grants-2009_12 |
| ORD ID | ord-bca12de28e3846fa9f37491edddab30a |
| Source note | uspto-grants-2009_12 |