Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 59239507 | HCID 59239507 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 59239069 | HCID 59239069 | 39% |
Reaction Steps
methyl 2-(2-(4-(3-ethylureido)-phenyl)-4-morpholino-5,6-dihydropyrido[3,4-d]pyrimidin-7(8H)-yl)-6-methylpyrimidine-4-carboxylate (yc) (0.25 mmol) in a mixed solvent of NaOH (10%, 5 mL) and MeOH (5 mL) were stirred at room temperature overnight. The mixture was neutralized with diluted HCl to pH=6 and extracted with ethyl acetate thrice. The combined organic phases were dried over Na2SO4 and concentrated to give 50.6 mg of 2-(2-(4-(3-ethyl-ureido)phenyl)-4-morpholino-5,6-dihydropyrido[3,4-d]pyrimidin-7(8H)-yl)-6-methylpyrimidine-4-carboxylic acid (yd): 1H NMR (D6-DMSO, 400 MHz) δ 8.18 (d, J=8.8, 2H), 7.51 (d, J=8.0, 2H), 6.91 (s, 1H), 4.84 (s, 2H), 3.96 (m, 2H), 3.69 (s, 4H), 3.41 (s, 4H), 3.09 (t, J=7.2, 2H), 2.67 (s, 2H), 2.32 (s, 3H), 1.04 (t, J=7.2, 2H); LC-MS: m/z=+519 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08163763B2 |
|---|
| Source dataset | uspto-grants-2012_04 |
|---|
| ORD ID | ord-59888fb7afe14f15aefbcd7f9413189c |
|---|
| Source note | uspto-grants-2012_04 |
|---|