HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acetone → 3-(((4-(3-Chloro-2-fluorophenylamino)-7-methoxyquinazolin-6-yl)methyl)(methyl)amino)-1-isopropylazetidine-3-carboxamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acetone | HCID 180 | — |
| Reactant | 3-[({4-[(3-Chloro-2-fluorophenyl)amino]-7-methoxyquinazolin-6-yl}methyl)(methyl)amino]azetidine-3-carboxamide hydrochloride salt | HCID 69047402 | — |
| Product | 3-(((4-(3-Chloro-2-fluorophenylamino)-7-methoxyquinazolin-6-yl)methyl)(methyl)amino)-1-isopropylazetidine-3-carboxamide | HCID 11562171 | 50% |
Reaction Steps
3-[({4-[(3-chloro-2-fluorophenyl)amino]-7-methoxyquinazolin-6-yl}methyl)(methyl)amino]azetidine-3-carboxamide hydrochloride salt Example 74 was coupled with acetone using the same method as for the equivalent step in Example 76 to give the title product (50 mg, 50%) as a white powder; 1H NMR Spectrum: (CDCl3) 0.95 (d, 6H), 2.42 (s, 3H), 2.49 (brs, 1H), 3.24 (brs, 2H), 3.63 (d, 2H), 3.97 (m, 5H), 5.32 (brs, 1H), 7.14 (m, 2H), 7.24 (s, 1H), 7.65 (brs, 1H), 7.75 (brs, 1H), 7.99 (s, 1H), 8.54 (brs, 1H), 8.73 (s, 1H); Mass Spectrum: (M+H)+ 487.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07632840B2 |
| Source dataset | uspto-grants-2009_12 |
| ORD ID | ord-6f7590755cb14686b22e0c936adab622 |
| Source note | uspto-grants-2009_12 |