HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Bromopyridine → 5-Chloro-N*2*-[3-(2-methoxy-ethyl)-2,3,4,5-tetrahydro-1H-benzo[d]azepin-7-yl]-N*4*-(2-pyridin-2-yl-phenyl)-pyrimidine-2,4-diamine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Bromopyridine | HCID 7973 | — |
| Reactant | 2-Iodo-1-methyl-1H-imidazole | HCID 335835 | — |
| Reactant | 3-Ethyl-2,3,4,5-tetrahydro-1H-benzo[d]azepin-7-ylamine | HCID 18943401 | — |
| Reactant | 3-(2-Methoxy-ethyl)-2,3,4,5-tetrahydro-1H-benzo[d]azepin-7-ylamine 5-Chloro-N*2*-[3-(2-methoxy-ethyl)-2,3,4,5-tetrahydro-1H-benzo[d]azepin-7-yl]-N*4*-(2-pyridin-2-yl-phenyl)-pyrimidine-2,4-diamine | HCID 131730900 | — |
| Product | 5-Chloro-N*2*-[3-(2-methoxy-ethyl)-2,3,4,5-tetrahydro-1H-benzo[d]azepin-7-yl]-N*4*-(2-pyridin-2-yl-phenyl)-pyrimidine-2,4-diamine | HCID 131730899 | — |
Reaction Steps
Example 224 was synthesized analogously to Example 216 replacing 2-iodo-1-methyl-1H-imidazole with 2-bromopyridine and 3-Ethyl-2,3,4,5-tetrahydro-1H-benzo[d]azepin-7-ylamine with 3-(2-Methoxy-ethyl)-2,3,4,5-tetrahydro-1H-benzo[d]azepin-7-ylamine 5-Chloro-N*2*-[3-(2-methoxy-ethyl)-2,3,4,5-tetrahydro-1H-benzo[d]azepin-7-yl]-N*4*-(2-pyridin-2-yl-phenyl)-pyrimidine-2,4-diamine was isolated as a foam. (m+H)=503.02. 1H NMR (400 MHz, MeOD, d4) δ 8.97 (d, 2H, J=4.94 Hz), 8.76 (m, 1H), 8.60 (d, 1H, J=7.82 Hz), 8.13 (s, 1H), 7.56 (s, 1H), 7.45 (m, 3H), 7.28 (m, 2H), 7.21 (d, 1H, J=8.13 Hz), 3.79 (m, 4H), 3.51 (m, 2H), 3.47 (s, 3H), 3.25 (m, 2H), 3.15 (m, 4H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08552186B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-f3656d7b8d754300bbe8823dde9b3d9d |
| Source note | uspto-grants-2013_10 |