Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Morpholine | HCID 8083 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 178432852 | HCID 178432852 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 178433100 | HCID 178433100 | 33.1% |
Reaction Steps
To a 5 mL Wheaton vial was added was added 4-chloro-2-methyl-6-phenylpyrrolo[3,2-d]pyrimidine (Example 1(e)) (100 mg, 0.41 mmol) and morpholine (Aldrich Chemical Company) (0.18 mL, 2.1 mmol). A solution of K2CO3 (0.37 g, 2.7 mmol) in H2O (2.5.mL) was added, the vial was securely capped, and the reaction mixture was heated at 120° C. for 2 h. The reaction mixture was allowed to cool to room temperature and the resulting light-pink precipitate was collected by filtration, recrystallized from EtOAc and dried overnight in a 60° C. vacuum oven to give 0.04 g (33%) of the title compound as a white solid. Mp: 276° C. (dec.) 1H NMR (CDCl3; 500 MHz): δ 2.62 (s, 3), 3.87 (s, 4), 3.90 (s, 4), 6.79 (s, 1), 7.41 (t, 1, J=6.8), 7.48 (t, 2, J=7.4), 7.67 (d, 2, J=6.8), 8.17 (br s, 1). MS m/z: 295 (M+1). Anal. Calcd for C17H18N4O.0.25H2O: C, 68.32, H, 6.24, N, 18.75. Found: C, 67.90, H, 6.02, N, 18.64.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06583154B1 |
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| Source dataset | uspto-grants-2003_06 |
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| ORD ID | ord-1096892b9d0848b2a4df74236c78af58 |
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| Source note | uspto-grants-2003_06 |
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