Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 68295093 | HCID 68295093 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 86705471 | HCID 86705471 | 45.6% |
Reaction Steps
To a solution of 44 (610 mg, 1.28 mmol) and THF (5 mL) was added MeOH (1 mL) followed by the dropwise addition of 1M NaOH (5105 μL, 5.11 mmol). The reaction was stirred for 1 h, cooled to 0° C. and acidified to pH 3 with 1N HCl. The mixture was extracted twice with 10% MeOH in DCM (25 mL). The organic layers were combined and concentrated to afford 270 mg (45.6%) of 2-(4-chloro-3-fluorophenyl)-2-(2-(tetrahydro-2H-pyran-4-ylamino)-5,6,7,8-tetrahydropyrido[3,4-d]pyrimidine-7-carboxamido)acetic acid (46) which was used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09133187B2 |
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| Source dataset | uspto-grants-2015_09 |
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| ORD ID | ord-4f4d17a4c5ff4eb4a8c2e75b4ab048d6 |
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| Source note | uspto-grants-2015_09 |
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