Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Methylamine | HCID 6329 | — |
| Edukt | 1-(6-Amino-5-methoxy-2,3-dihydro-1H-indol-1-yl)-2-(dimethylamino)ethan-1-one | HCID 53414764 | — |
| Edukt | 2-({2-chloro-7-[(4-methylphenyl)sulfonyl]-7H-pyrrolo[2,3-d]pyrimidin-4-yl}amino)-4,6-difluorobenzamide | HCID 86644196 | — |
| Edukt | HCID 178486486 | HCID 178486486 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | HCID 178485544 | HCID 178485544 | 12% |
Reaktionsschritte
In a manner analogous to General Protocol III, 2-[(2-{[1-(N,N-dimethylglycyl)-5-(methyloxy)-2,3-dihydro-1H-indol-6-yl]amino}-1H-pyrrolo[2,3-d]pyrimidin-4-yl)amino]-4,6-difluorobenzamide was prepared from 2-({2-chloro-7-[(4-methylphenyl)sulfonyl]-7H-pyrrolo[2,3-d]pyrimidin-4-yl}amino)-4,6-difluorobenzamide (0.3 g, 0.63 mmol), 2.0M methyl amine in tetrahydrofuran, and 1-[(dimethylamino)acetyl]-5-(methyloxy)-2,3-dihydro-1H-indol-6-amine (0.19 g, 0.75 mmol) to afford the title compound (0.043 g, 12% over 3 steps) as an off-white solid. ESIMS (M+H)+=551. 1H NMR (400 MHz, DMSO-d6) δ ppm 2.19 (s, 6 H) 2.79 (d, J=4.58 Hz, 3 H) 3.08 (t, J=8.24 Hz, 2 H) 3.10 (s, 2 H) 3.72 (s, 3 H) 4.11 (t, J=8.24 Hz, 2 H) 6.20-6.22 (m, 1 H) 6.78-6.87 (m, 1 H) 6.90-6.96 (m, 2 H) 7.74 (s, 1 H) 8.46 (s, 2 H) 8.51-8.55 (m, 1 H) 10.75 (s,1 H), 11.28 (bs, 1 H).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patentnummer | US07981903B2 |
|---|
| Quelldatensatz | uspto-grants-2011_07 |
|---|
| ORD ID | ord-777173f4b4bf4c48a341bb43e008b864 |
|---|
| Quellennotiz | uspto-grants-2011_07 |
|---|