Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 2-Chloro-N,N-dimethylquinazolin-4-amine | HCID 12684342 | — |
| Reactant | HCID 178511524 | HCID 178511524 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | HCID 178483077 | HCID 178483077 | 98.1% |
Reaction Steps
A mixture of (2-chloro-quinazolin-4-yl)-dimethyl-amine obtained in step B of example 1 (2.45 g, 10.2 mmol) and cis-[2-(4-amino-cyclohexyl)-ethyl]-carbamic acid benzyl ester (3.3 g, 10.2 mmol) and triethylamine (1.65 mL, 10.2 mmol) in 2-propanol (15 mL) was heated at 170° C. for 45 min using a Smith Microwave Synthesizer. The mixture was concentrated and the residue was purified by column chromatography (silica gel, CH2Cl2 to 10% 2 M NH3/MeOH in CH2Cl2) to give cis{2-[4-(4-dimethylamino-quinazolin-2-ylamino)-cyclohexyl]-ethyl}-carbamic acid benzyl ester (4.48 g, 85%) as a yellow oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07544690B2 |
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| Source dataset | uspto-grants-2009_06 |
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| ORD ID | ord-7bde555a804d4fd1b074de045c365189 |
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| Source note | uspto-grants-2009_06 |
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