HuagongsheHuagongshe Chemistry Print Report · For research reference only
6-Methoxypyridine-3-carbaldehyde → 1-isopropyl-6-{(3S,4S)-1-[(6-methoxypyridin-3-yl)methyl]-4-methylpyrrolidin-3-yl}1,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 6-Methoxypyridine-3-carbaldehyde | HCID 3364576 | — |
| Reactant | 1-isopropyl-6-[(3S,4S)-4-methylpyrrolidin-3-yl]-1H-pyrazolo[3,4-d]pyrimidin-4(5H)-one | HCID 136128460 | — |
| Product | 1-isopropyl-6-{(3S,4S)-1-[(6-methoxypyridin-3-yl)methyl]-4-methylpyrrolidin-3-yl}1,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one | HCID 135875919 | — |
Reaction Steps
Following the procedure for the preparation of 1-cyclopentyl-6-[(3,4-trans)-4-methyl-1-(pyridin-3-ylmethyl)pyrrolidin-3-yl]-1,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one but substituting 1-isopropyl-6-[(3S,4S)-4-methylpyrrolidin-3-yl]-1H-pyrazolo[3,4-d]pyrimidin-4(5H)-one and 6-methoxynicotinaldehyde provided the title compound. 400 MHz 1H NMR (CDCl3) δ 8.02 (s, 2H), 7.72 (m, 1H), 6.77 (d, J=8.3 Hz, 1H), 3.90 (s, 3H), 3.73-3.53 (m, 2H), 3.39-3.33 (m, 1H), 3.30 (m, 1H), 2.8 (m, 1H), 2.55-2.40 (m, 1H), 1.9 (m, 1H), 1.57-1.53 (m, 2H), 1.52-1.47 (m, 6H), 1.19 (d, J=6.6 Hz, 3H). MS: (M+H m/z=383.2).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07964607B2 |
| Source dataset | uspto-grants-2011_06 |
| ORD ID | ord-7f80667ed84b4d9c974cce4f31b5e11f |
| Source note | uspto-grants-2011_06 |