Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | L-Alaninol | HCID 80307 | — |
| Reactant | HCID 69299470 | HCID 69299470 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 69038550 | HCID 69038550 | 75% |
Reaction Steps
Using general method E, 1-(1-tert-butyl-1H-pyrazol-4-yl)-3-(2-fluoro-4-methyl-5-(8-methyl-2-(methylsulfinyl)-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidin-6-yl)phenyl)urea from Example 109 (0.081 g, 0.16 mmol) and (S)-2-aminopropan-1-ol (0.036 g, 0.48 mmol) were combined in THF (1 mL) to provide (S)-1-(1-tert-butyl-1H-pyrazol-4-yl)-3-(2-fluoro-5-(2-(1-hydroxypropan-2-ylamino)-8-methyl-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidin-6-yl)-4-methylphenyl)urea as a white solid (0.062 g, 75% yield). 1H NMR (400 MHz, DMSO-d6): δ 8.64 (s, 1H), 8.60 (s, 1H), 8.40 (d, J=1.6 Hz, 1H), 7.94 (d, J=8.4 Hz, 1H), 7.77 (s, 1H), 7.64 (s, 1H), 7.59 (d, J=8.0 Hz, 1H) 7.36 (s, 1H), 7.10 (d, J=12.4 Hz, 1H), 4.72 (t, J=5.6 Hz, 1H), 4.10-4.06 (m, 1H), 3.65-3.53 (m, 3H), 2.05 (s, 3H), 1.45 (s, 9H), 1.17 (d, J=6.4 Hz, 3H); (ESI) m/z: 523.2 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08188113B2 |
|---|
| Source dataset | uspto-grants-2012_05 |
|---|
| ORD ID | ord-e4758fb982304a2194af906e6d48cf06 |
|---|
| Source note | uspto-grants-2012_05 |
|---|