Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | 2,2-Dimethoxyethylmethylamine | HCID 8503 | — |
| Reactant | Phenyl chloroformate | HCID 15891 | — |
| Reactant | N4-(3-Ethynylphenyl)quinazoline-4,6-diamine | HCID 11492625 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 44600124 | HCID 44600124 | 83% |
Reaction Steps
To a solution of N4-(3-ethynylphenyl)quinazoline-4,6-diamine (100 mg, 0.38 mmol) in DMF (2 mL) containing pyridine (37 μL, 0.46 mmol) was added phenyl chloroformate (49 μL, 0.38 mmol) dropwise at room temperature. After 10 min, (methylamino)acetaldehyde dimethylacetal (45.2 mg, 0.38 mmol) was added and the reaction mixture was heated to 100° C. for 1 h. After cooled to room temperature, the reaction mixture was diluted with ethyl acetate and washed with water. The combined organic layers were concentrated and purified with a silica column to give Compound 126 as a yellow solid in 83% yield.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08426430B2 |
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| Source dataset | uspto-grants-2013_04 |
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| ORD ID | ord-419b185c28db41819b35c7acde6f700c |
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| Source note | uspto-grants-2013_04 |
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