Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | 1-Hydroxybenzotriazole | HCID 75771 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | 1,3-Oxazole-4-carboxylic acid | HCID 14281430 | — |
| Reactant | 1-Ethyl-3-(4-(4-morpholino-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-2-yl) phenyl)urea | HCID 46913071 | — |
| Product | HCID 59239155 | HCID 59239155 | — |
Reaction Steps
To (Oxazole-4-carboxylic acid (0.0106 g, 0.0000937 mol) in dry N,N-Dimethylformamide (0.460 mL, 0.00594 mol) was added 1-Hydroxybenzotriazole (0.0125 g, 0.0000925 mol) followed by N-(3-Dimethylaminopropyl)-N′-ethylcarbodiimide hydrochloride (0.0184 g, 0.0000960 mol) then followed by N,N-Diisopropylethylamine (0.0286 mL, 0.000164 mol) and then followed by 1-ethyl-3-(4-(4-morpholino-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidin-2-yl)phenyl)urea (0.0242 g, 0.0000633 mol). The reaction mixture was stirred overnight. The reaction solution was concentrated and purified by HPLC. 1H NMR (400 MHz, DMSO) δ 8.71 (d, J=14.3, 2H), 8.59 (d, J=1.0, 1H), 8.20 (t, J=9.1, 2H), 7.49 (d, J=7.4, 2H), 6.22 (t, J=5.5, 1H), 5.10 (s, 1H), 4.70 (s, 1H), 4.08 (s, 1H), 3.81 (s, 1H), 3.73 (d, J=4.3, 4H), 3.49 (d, J=4.3, 4H), 3.18-3.05 (m, 2H), 2.77 (d, J=26.3, 2H), 1.06 (t, J=7.2, 3H). LC/MS-m/z+478.2 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08163763B2 |
|---|
| Source dataset | uspto-grants-2012_04 |
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| ORD ID | ord-164f076f6752429291c7cade9f5f2bc1 |
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| Source note | uspto-grants-2012_04 |
|---|
