HuagongsheHuagongshe Chemistry Print Report · For research reference only
5-Methylpyrazine-2-carboxaldehyde → 6-{(3S,4S)-4-methyl-1-[(5-methylpyrazin-2-yl)methyl]pyrrolidin-3-yl}-1-(tetrahydro-2H-pyran-4-yl)-1,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 5-Methylpyrazine-2-carboxaldehyde | HCID 13624977 | — |
| Reactant | 6-((3S,4S)-4-Methyl-1-((2-methylpyrimidin-5-YL)methyl)pyrrolidin-3-YL)-1-(tetrahydro-2H-pyran-4-YL)-1,5-dihydro-4H-pyrazolo[3,4-D]pyrimidin-4-one | HCID 135886460 | — |
| Product | 6-{(3S,4S)-4-methyl-1-[(5-methylpyrazin-2-yl)methyl]pyrrolidin-3-yl}-1-(tetrahydro-2H-pyran-4-yl)-1,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one | HCID 135886468 | — |
Reaction Steps
Following the procedure for the preparation of 6-{(3S,4S)-4-methyl-1-[(2-methylpyrimidin-5-yl)methyl]pyrrolidin-3-yl}-1-(tetrahydro-2H-pyran-4-yl)-1,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one but substituting 5-methylpyrazine-2-carbaldehyde provided the title compound. 400 MHz 1H NMR (CDCl3) δ 8.53 (s, 1H), 8.47 (s, 1H), 8.03 (s, 1H), 4.83-4.79 (m, 1H), 4.12-4.03 (m, 2H), 3.78-3.75 (m, 1H), 3.61-3.55 (m, 2H), 3.46-3.40 (m, 1H), 3.12-3.09 (m, 1H), 2.87 (m, 1H), 2.64 (m, 1H), 2.53 (m, 2H), 2.47-2.28 (m, 4H), 2.16 (m, 2H), 1.91-1.84 (m, 2H), 1.23-1.20 (m, 3H). MS: (M+H m/z 410.3).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07964607B2 |
| Source dataset | uspto-grants-2011_06 |
| ORD ID | ord-c3b2a12bfe0843cfa4ccc716907fef7e |
| Source note | uspto-grants-2011_06 |