HuagongsheHuagongshe Chemistry Print Report · For research reference only
6-[(3S,4S)-1-benzyl-4-methylpyrrolidin-3-yl]-3-methyl-1-(tetrahydro-2H-pyran-4-yl)-1,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one → 3-methyl-6-[(3S,4S)-4-methylpyrrolidin-3-yl]-1-(tetrahydro-2H-pyran-4-yl)-1H-pyrazolo[3,4-d]pyrimidin-4(5H)-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 6-[(3S,4S)-1-benzyl-4-methylpyrrolidin-3-yl]-3-methyl-1-(tetrahydro-2H-pyran-4-yl)-1,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one | HCID 135886481 | — |
| Reactant | 6-[(3S,4S)-4-methylpyrrolidin-3-yl]-1-tetrahydropyran-4-yl-5H-pyrazolo[3,4-d]pyrimidin-4-one | HCID 136128560 | — |
| Product | 3-methyl-6-[(3S,4S)-4-methylpyrrolidin-3-yl]-1-(tetrahydro-2H-pyran-4-yl)-1H-pyrazolo[3,4-d]pyrimidin-4(5H)-one | HCID 136128567 | — |
Reaction Steps
Following the procedure for the preparation of 6-[(3S,4S)-4-methylpyrrolidin-3-yl]-1-(tetrahydro-2H-pyran-4-yl)-1H-pyrazolo[3,4-d]pyrimidin-4(5H)-one but substituting 6-[(3S,4S)-1-benzyl-4-methylpyrrolidin-3-yl]-3-methyl-1-(tetrahydro-2H-pyran-4-yl)-1,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one provided the title compound. 400 MHz 1H NMR (CDCl3) δ 4.85-4.81 (m, 1H), 4.08-4.04 (m, 2H), 3.61-3.55 (m, 2H), 3.31-3.28 (m, 3H), 2.84-2.82 (m, 1H), 2.60-2.53 (m, 2H), 2.49 (s, 3H), 2.29-2.25 (m, 2H), 1.85-1.81 (m, 2H), 1.12 (d, J=6.62 Hz, 3H). MS: (M+H m/z=249.1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07964607B2 |
| Source dataset | uspto-grants-2011_06 |
| ORD ID | ord-d23a57a50ad140179338d23006aef689 |
| Source note | uspto-grants-2011_06 |