HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 572492Generated: October 26, 2026
Sulfuric acid methanol → Hydroxyl-[7-hydroxy-2-methyl-4-(5-methyl-chroman-6-yl)-1-oxo-1,2-dihydro-isoquinolin-3-yl]-acetic acid methyl ester
https://huagongshe.com/reaction/572492
Participants
| Role | Name | HCID | Charge |
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| Reactant | Sulfuric acid methanol | HCID 18363649 | — |
| Reactant | [7-Benzyloxy-2-methyl-4-(5-methyl-chroman-6-yl)-1-oxo-1,2-dihydro-isoquinolin-3-yl]-trimethylsilanyloxy-acetonitrile | HCID 68295398 | — |
| Product | Hydroxyl-[7-hydroxy-2-methyl-4-(5-methyl-chroman-6-yl)-1-oxo-1,2-dihydro-isoquinolin-3-yl]-acetic acid methyl ester | HCID 68295427 | 32% |
Reaction Steps
To a solution of [7-Benzyloxy-2-methyl-4-(5-methyl-chroman-6-yl)-1-oxo-1,2-dihydro-isoquinolin-3-yl]-trimethylsilanyloxy-acetonitrile (2.5 g, 4.64 mmol) in H2SO4/CH3OH (30 mL, V/V=1:3). The resulting mixture was heated to 80° C. under N2 for 12 h. The reaction mixture was poured into ice water and extracted with DCM (50 mL*3), dried over sodium sulfate and concentrated to dryness. The mixture was purified by chromatography column on silica gel to afford the title product (0.6 g, 32%). LCMS (10-80 AB—2MIN.M): Rt=0.993, purity=75%, M+1=410.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09029391B2 |
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| Source dataset | uspto-grants-2015_05 |
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| ORD ID | ord-91366163d735410ab77b5c8dfa683333 |
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| Source note | uspto-grants-2015_05 |
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