HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 3-hydroxy-2-hydroxymethyl-2-methyl-1-[2-(3,4,5-trimethoxy-phenyl)-5H-pyrrolo[2,3-b]pyrazin-7-yl]-propan-1-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | HCID 44206487 | HCID 44206487 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3-hydroxy-2-hydroxymethyl-2-methyl-1-[2-(3,4,5-trimethoxy-phenyl)-5H-pyrrolo[2,3-b]pyrazin-7-yl]-propan-1-one | HCID 49764314 | 73% |
Reaction Steps
A suspension of [2-(3,4,5-trimethoxy-phenyl)-5H-pyrrolo[2,3-b]pyrazin-7-yl]-(2,2,5-trimethyl-[1,3]dioxan-5-yl)-methanone (30 mg, 0.7 mmol) in tetrahydrofuran (5 ml) and MeOH (4 ml) was heated using a heat gun until homogeneity was achieved. The reaction mixture was treated with 1M HCl (1.0 ml, 1.0 mmol) and stirred for 1 hour. The reaction mixture was concentrated to 3 ml of solvent and then partitioned between EtOAc/saturated aqueous NaHCO3. The organic layers were collected, dried over MgSO4, filtered, and concentrated affording 20 mg (73%) of 3-hydroxy-2-hydroxymethyl-2-methyl-1-[2-(3,4,5-trimethoxy-phenyl)-5H-pyrrolo[2,3-b]pyrazin-7-yl]-propan-1-one as a pale yellow solid. MP 222-223° C., M+H=402.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08008298B2 |
| Source dataset | uspto-grants-2011_08 |
| ORD ID | ord-fc4d410b390647fca891f6de4b4cbd73 |
| Source note | uspto-grants-2011_08 |