HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2069471Generated: November 3, 2026
Sodium Hydroxide → 4-benzyloxy-3-ethyl-N-[2-(2-isopropylamino-6-methyl-pyrimidin-4-yl)-2-oxo-ethyl]-5-methyl-benzamide
https://huagongshe.com/reaction/2069471
Participants
| Role | Name | HCID | Charge |
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| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | 4-benzyloxy-N-[2,2-diethoxy-2-(2-isopropylamino-6-methyl-pyrimidin-4-yl)-ethyl]-3-ethyl-5-methyl-benzamide | HCID 68508472 | — |
| Solvent | Hydrochloric Acid | HCID 313 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-benzyloxy-3-ethyl-N-[2-(2-isopropylamino-6-methyl-pyrimidin-4-yl)-2-oxo-ethyl]-5-methyl-benzamide | HCID 68510765 | 108.6% |
Reaction Steps
To a solution of 4-benzyloxy-N-[2,2-diethoxy-2-(2-isopropylamino-6-methyl-pyrimidin-4-yl)-ethyl]-3-ethyl-5-methyl-benzamide (346 mg, 0.65 mmol) in THF (8 mL), 25% aq. HCl (500 μL) is added and the mixture is stirred at 65° C. for 18 h. The mixture is cooled to 0° C., neutralized by adding 1 N aq. NaOH solution and extracted twice with EtOAc. The combined org. extracts are dried over Na2SO4, filtered and concentrated to give crude 4-benzyloxy-3-ethyl-N-[2-(2-isopropylamino-6-methyl-pyrimidin-4-yl)-2-oxo-ethyl]-5-methyl-benzamide (325 mg) as a yellow oil; LC-MS: tR=0.94 min, [M+H]+=461.13.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08299086B2 |
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| Source dataset | uspto-grants-2012_10 |
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| ORD ID | ord-6b7a53e05a184e0089b41e5aad390bfa |
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| Source note | uspto-grants-2012_10 |
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