HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → 3-(4-Fluorobenzyl)-7-hydroxy-7,8,9,10-tetrahydropyrrolo[3',2':4,5]pyrido[2,3-c]azepin-6(3H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | 3-(4-Fluorobenzyl)-7-(tetrahydro-2H-pyran-2-yloxy)-7,8,9,10-tetrahydropyrrolo[3',2':4,5]pyrido[2,3-c]azepin-6(3H)-one | HCID 68665193 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | 3-(4-Fluorobenzyl)-7-hydroxy-7,8,9,10-tetrahydropyrrolo[3',2':4,5]pyrido[2,3-c]azepin-6(3H)-one | HCID 11595010 | 61.5% |
Reaction Steps
3-(4-fluorobenzyl)-7-(tetrahydro-2H-pyran-2-yloxy)-7,8,9,10 tetrahydropyrrolo[3′,2′:4,5]pyrido[2,3-c]azepin-6(3H)-one (18.53 mg, 0.045 mmol) was dissolved in acetic acid, THF and Water (3.5 ml, 5:1:1). The resulting mixture was stirred for 1 h at room temperature. The mixture was concentrated and purified by preparative HPLC to provide the title compound as a white powder (9.0 mg, 61% yield). 1H NMR (300 MHz, MeOH) □ ppm 8.57 (s, 1 H) 7.60 (d, J=3.20 Hz, 1 H) 7.11-7.20 (m, 2 H) 6.90-6.99 (m, 2 H) 6.72 (d, J=3.01 Hz, 1 H) 5.44 (s, 2 H) 3.51 (t, J=6.50 Hz, 2 H) 3.03 (t, J=7.16 Hz, 2 H) 2.14-2.25 (m, 2 H). LC-MS (APCl, M+H+): 329.1. HPLC: 98% purity.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07692014B2 |
| Source dataset | uspto-grants-2010_04 |
| ORD ID | ord-4113e087dd564fd6970788b307d1929f |
| Source note | uspto-grants-2010_04 |