HuagongsheHuagongshe Chemistry Print Report · For research reference only
(+-)-Tetrahydro-2-furoic acid → N-{2-[(4-{[3-Chloro-4-(pyridin-2-ylmethoxy)phenyl]amino}quinazolin-5-yl)oxy]ethyl}-N-methyl-tetrahydrofuran-2-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (+-)-Tetrahydro-2-furoic acid | HCID 86079 | — |
| Reactant | N-[3-chloro-4-(pyridin-2-ylmethoxy)phenyl]-5-[2-(methylamino)ethoxy]quinazolin-4-amine | HCID 69065361 | — |
| Product | N-{2-[(4-{[3-Chloro-4-(pyridin-2-ylmethoxy)phenyl]amino}quinazolin-5-yl)oxy]ethyl}-N-methyl-tetrahydrofuran-2-carboxamide | HCID 11376057 | 89% |
Reaction Steps
The procedure described in Example 1 was repeated using tetrahydrofuran-2-carboxylic acid and N-[3-chloro-4-(pyridin-2-ylmethoxy)phenyl]-5-[2-(methylamino)ethoxy]quinazolin-4-amine (obtained as described in Example 1, preparation of starting materials) to give the title compound in 89% yield; NMR spectrum (DMSO-d6) 1.64-1.94 (m, 4H), 3.09 (s, 3H), 3.57-3.70 (m, 2H), 3.82-3.97 (m, 2H), 4.42 (t, 2H), 4.60-4.66 (m, 1H), 5.31 (s, 2H), 7.16 (d, 1H), 7.23 (d, 1H), 7.33 (d, 1H), 7.35-7.39 (m, 1H), 7.52-7.57 (m, 1H), 7.59 (d, 1H), 7.70-7.75 (m, 1H), 7.85-7.91 (m, 1H), 7.92 (d, 1H), 8.42 (s, 1H), 8.61 (d, 1H), 9.70 (s, 1H); Mass spectrum MH+ 534.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07625908B2 |
| Source dataset | uspto-grants-2009_12 |
| ORD ID | ord-0bd84f06af1a44dca5e5a09d0143342b |
| Source note | uspto-grants-2009_12 |