HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cyclopropylamine → HCID 25119990, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cyclopropylamine | HCID 69828 | — |
| Reactant | Methanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1) | HCID 9886157 | — |
| Reactant | HCID 68778513 | HCID 68778513 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 25119990 | HCID 25119990 | — |
Reaction Steps
3-(1-(2,6-difluorophenyl)-7-methyl-6-oxo-6,7-dihydro-1H-pyrazolo[3,4-b]pyridin-5-yl)-4-(hydroxymethyl)benzoic acid (310 mg, 754 μmol) was treated with cyclopropanamine (0.21 mL, 3014 μmol) and HATU (430 mg, 1130 μmol) in THF (5.00 mL) under nitrogen and allowed to stir at RT. After 2 h the reaction was quenched by the addition of 1N NaOH (10 mL). The reaction mixture was extracted with EtOAc (2×25 mL), dried over MgSO4, filtered and concentrated. The crude residue was purified on the ISCO 12 g column (70-100% EtOAc in hexanes) affording the title compound as an amorphous white solid. MS (ESI, pos.ion) m/z: 451.1 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07846944B2 |
| Source dataset | uspto-grants-2010_12 |
| ORD ID | ord-bbd9db7650ee40148c098aafcb3c8c98 |
| Source note | uspto-grants-2010_12 |