HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Carbonate → HCID 59242025, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Methylamine hydrochloride | HCID 6364545 | — |
| Reactant | 4-Quinazolinamine, 2-chloro-N-(4-methoxyphenyl)-N,6-dimethyl- | HCID 11392851 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | HCID 59242025 | HCID 59242025 | 33% |
Reaction Steps
A solution of (2-chloro-6-methyl-quinazolin-4-yl)-(4-methoxyphenyl)-methyl-amine (62.9 mg, 0.20 mmol), methylamine hydrochloride (145.8 mg, 2.2 mmol) and Na2CO3 (234.5 mg, 2.2 mmol) in i-PrOH (2 mL) was heated to 100° C. overnight. After cooling to room temperature the reaction mixture was concentrated onto SiO2 and purified by gradient MPLC (SiO2, 0 to 20% MeOH/CH2Cl2 with 0.1% NH4OH, 20 min). 20.3 mg (33%) of the title compound was obtained: 1H NMR (DMSO-d6, 90° C.) δ 7.93 (br s, 1 H), 7.38-7.52 (m, 2 H), 7.33 (d, 2 H), 7.08 (d, 2 H), 6.39 (s, 1 H), 3.83 (s, 3 H), 3.62 (s, 3 H), 3.06 (s, 3 H), 1.96 (s, 3 H). HRMS (ES) calcd for C18H21N4O [(M+H)] 309.1710, found 309.1714.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08309562B2 |
| Source dataset | uspto-grants-2012_11 |
| ORD ID | ord-30b0962b38c84831a7a52614e3e6092f |
| Source note | uspto-grants-2012_11 |