HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrazine → HCID 86681459, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrazine | HCID 9321 | — |
| Reactant | HCID 86681458 | HCID 86681458 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86681459 | HCID 86681459 | 33.6% |
Reaction Steps
A solution of 2-[(2S)-2-[5-(4-bromo-1-methyl-1H-pyrazol-5-yl)-1-oxo-1,3-dihydro-2H-isoindol-2-yl]-3-(3-fluorophenyl)propyl]-1H-isoindole-1,3(2H)-dione (30.0 mg, 0.0523 mmol) and hydrazine (0.2 mL, 6 mmol) in methanol (1.0 mL) and tetrahydrofuran (1.0 mL) was stirred at room temperature overnight. Direct purification on prep.—HPLC (pH=10) gave 7.8 mg of the desired product as white solid. LC/MS found: 443.0 (M+1)+; 1H NMR (400 MHz, DMSO-d6) δ: 7.74 (d, J=7.60 Hz, 1H), 7.68 (m, 2H), 7.54 (dd, J1=8.00 Hz, J2=1.60 Hz, 1H), 7.24 (m, 1H), 7.05 (m, 2H), 6.95 (dt, J1=8.40 Hz, J2=2.00 Hz, 1H), 4.49 (d, J=2.80 Hz, 2H), 4.42 (m, 1H), 3.76 (s, 3H), 3.04 (dd, J1=14.00 Hz, J2=5.20 Hz, 1H), 2.90 (dd, J1=14.40 Hz, J2=9.60 Hz, 1H), 2.81 (d, J=6.80 Hz, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08895571B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-95ebc9dc9281465bb8c8527fdbf5baef |
| Source note | uspto-grants-2014_11 |