HuagongsheHuagongshe Chemistry Print Report · For research reference only
8-Amino-1-(2-methoxy-ethyl)-5,5-dimethyl-1,3,4,5-tetrahydro-benzo[b]azepin-2-one → (2-{5-Chloro-2-[1-(2-methoxy-ethyl)-5,5-dimethyl-2-oxo-2,3,4,5-tetrahydro-1H-benzo[b]azepin-8-ylamino]-pyrimidin-4-ylamino}-phenoxy)-acetonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 8-Amino-1-(2-methoxy-ethyl)-5,5-dimethyl-1,3,4,5-tetrahydro-benzo[b]azepin-2-one | HCID 67264165 | — |
| Reactant | [2-(2,5-Dichloropyrimidin-4-ylamino)-phenoxy]acetonitrile | HCID 86633910 | — |
| Product | (2-{5-Chloro-2-[1-(2-methoxy-ethyl)-5,5-dimethyl-2-oxo-2,3,4,5-tetrahydro-1H-benzo[b]azepin-8-ylamino]-pyrimidin-4-ylamino}-phenoxy)-acetonitrile | HCID 66830523 | — |
Reaction Steps
The title compound was prepared with a procedure analogous to that used to prepare example 381 by combining 8-Amino-1-(2-methoxy-ethyl)-5,5-dimethyl-1,3,4,5-tetrahydro-benzo[b]azepin-2-one and [2-(2,5-Dichloro-pyrimidin-4-ylamino)-phenoxy]-acetonitrile to yield an off-white solid (43%). mp 255° C.; LCMS: m/z=521.20 (M+H+), 1H NMR (400 MHz, CDCl3) δ 8.45 (d, 1H, J=7.8 Hz), 8.13 (s, 1H), 7.75 (d, 1H, J=2.0 Hz), 7.65 (s, 1H), 7.46 (m, 1H), 7.30 (d, 1H, J=8.6 Hz), 7.11 (m, 3H), 7.01 (s, 1H), 4.92 (s, 2H), 3.69 (m, 4H), 3.35 (s, 3H), 2.35 (m, 2H), 2.06 (m, 2H), 1.35 (s, 6H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08148391B2 |
| Source dataset | uspto-grants-2012_04 |
| ORD ID | ord-8c5f9dc8e9d24f76a109c21c64542a4c |
| Source note | uspto-grants-2012_04 |