HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 6-((1R,2S)-2-Aminocyclohexylamino)-7-chloro-4-(1-methyl-1H-pyrazol-4-yl)-1H-pyrrolo[3,4-c]pyridin-3(2H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | tert-Butyl (1S,2R)-2-(7-chloro-4-(1-methyl-1H-pyrazol-4-yl)-3-oxo-2,3-dihydro-1H-pyrrolo[3,4-c]pyridin-6-ylamino)cyclohexylcarbamate | HCID 86654711 | — |
| Solvent | Acetic Acid | HCID 176 | — |
| Product | 6-((1R,2S)-2-Aminocyclohexylamino)-7-chloro-4-(1-methyl-1H-pyrazol-4-yl)-1H-pyrrolo[3,4-c]pyridin-3(2H)-one | HCID 53252278 | 63.9% |
Reaction Steps
A solution of tert-butyl (1S,2R)-2-(7-chloro-4-(1-methyl-1H-pyrazol-4-yl)-3-oxo-2,3-dihydro-1H-pyrrolo[3,4-c]pyridin-6-ylamino)cyclohexylcarbamate (10.00 mg, 0.022 mmol) in HCl (0.5 mL, 16.46 mmol) and HOAc (1 mL) was stirred at RT for 30 min. The reaction mixture was concentrated and the resulting residue was washed with IPE to give the HCl salt of the title compound (5 mg, 63.9%). 1H NMR (500 MHz, DMSO-d6) δ ppm 1.48-1.97 (m, 8 H), 3.72-3.78 (m, 1 H), 3.96 (br s, 3 H), 4.35 (d, J=4.88 Hz, 2 H), 4.57 (br s, 1 H), 6.29 (d, J=6.83 Hz, 1 H), 7.93 (br s, 2 H), 8.40-8.45 (m, 1 H), 8.49 (s, 1 H), 8.98 (s, 1 H). [M+H] calc'd for C17H21ClN6O, 361; found, 361.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09108970B2 |
| Source dataset | uspto-grants-2015_08 |
| ORD ID | ord-4eb0ae09e6264472af2b0ae561b72448 |
| Source note | uspto-grants-2015_08 |