HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Fluorobenzaldehyde → HCID 135886483, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Fluorobenzaldehyde | HCID 68009 | — |
| Reactant | Sodium cyanoborohydride | HCID 5003444 | — |
| 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 | HCID 135886483 | HCID 135886483 | — |
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 sodium cyanoborohydride and 3-fluorobenzaldehyde provided the title compound. 400 MHz 1H NMR (CDCl3) δ 8.02 (s,1H), 7.35-7.30 (m, 1H), 7.21-7.20 (m, 1H), 7.05 (d, J=9.5 Hz, 1H), 6.98-6.93 (m, 1H), 4.83-4.77 (m, 1H), 4.14-4.08 (m, 2H), 3.80-3.77 (m, 1H), 3.64-3.54 (m, 3H), 3.36 (t, J=8.8 Hz, 1H), 3.01 (d, J=9.9 Hz, 1H), 2.84-2.83 (m, 1H), 2.57 (m, 1H), 2.44-2.27 (m, 3H), 1.95-1.83 (m, 3H), 1.20 (d, J=7.1 Hz, 3H). MS: (M+H m/z 412.4).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07964607B2 |
| Source dataset | uspto-grants-2011_06 |
| ORD ID | ord-6d85cfed21fd4cb98d28e4d15ff8fa67 |
| Source note | uspto-grants-2011_06 |