HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → Isopropyl-[6-methoxy-7-(4-methylsulphanylbutoxy)quinazolin-4-yl]amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | 4-(Methylthio)butanol | HCID 519793 | — |
| Reactant | diazenedicarboxylic acid bis(N,N-piperidide) | HCID 5702657 | — |
| Reactant | 4-(Isopropylamino)-6-methoxyquinazolin-7-ol | HCID 135860800 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | Isopropyl-[6-methoxy-7-(4-methylsulphanylbutoxy)quinazolin-4-yl]amine | HCID 57788016 | 43% |
Reaction Steps
4-(Isopropylamino)-6-methoxyquinazolin-7-ol (380 mg, 1.63 mmol) is dissolved in methylene chloride (10 ml) under an argon atmosphere, treated with triphenylphosphine (641 mg, 2.44 mmol), azodicarboxylic acid dipiperidide (617 mg, 2.44 mmol) and 4-(methylthio)butan-1-ol (235 mg, 1.96 mmol) and stirred at room temperature for 20 hours. The batch is diluted with methylene chloride and water, and the organic phase is separated off and concentrated. The desired product is obtained after chromatography by means of preparative HPLC in 43% yield (258 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07863283B2 |
| Source dataset | uspto-grants-2011_01 |
| ORD ID | ord-8d72008b3a72479bb67a19d9f37e3056 |
| Source note | uspto-grants-2011_01 |