HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1007306Generated: October 28, 2026
4-Methoxybenzylamine → HCID 69022148, compound
https://huagongshe.com/reaction/1007306
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 4-Methoxybenzylamine | HCID 75452 | — |
| Reactant | Binap, (A+-)- | HCID 634876 | — |
| Reactant | Sodium t-butoxide | HCID 23676156 | — |
| Reactant | (1R,2S)-N-tert-Butoxycarbonyl-2-(2-chloro-6-methoxyquinazolin-4-yl)aminocyclohexylamine | HCID 86588580 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 69022148 | HCID 69022148 | 74.2% |
Reaction Steps
Under argon atmosphere, a solution of 1.75 g of (1R,2S)-N-tert-butoxycarbonyl-2-(2-chloro-6-methoxyquinazolin-4-yl)aminocyclohexylamine and 1.47 g of 4-methoxybenzylamine in 100 mL of anhydrous toluene was combined with 97 mg of palladium acetate, 268 mg of 2,2′-bis(diphenylphosphino)-1,1′-binaphthyl and 1.03 g of sodium tert-butoxide, and stirred at 70° C. for 5 hours. The reaction solvent was concentrated, and then combined with water, extracted with chloroform, and dried. After the solvent was distilled off, the residue was purified by column chromatography on silica gel (chloroform:methanol=20:1) to obtain 1.62 g of the desirable compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06794389B2 |
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| Source dataset | uspto-grants-2004_09 |
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| ORD ID | ord-26c468b1926542d7954fb90efc715632 |
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| Source note | uspto-grants-2004_09 |
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