HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 57522618, compound → (1S,2S,3R,4R)-3-[5-Chloro-2-(1-ethyl-8-methoxy-2-oxo-2,3,4,5-tetrahydro-1H-benzo[b]azepin-7-ylamino)-pyrimidin-4-ylamino]-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid amide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 57522618 | HCID 57522618 | — |
| Reactant | 7-Amino-1-ethyl-8-methoxy-1,3,4,5-tetrahydro-benzo[b]azepin-2-one | HCID 67264436 | — |
| Product | (1S,2S,3R,4R)-3-[5-Chloro-2-(1-ethyl-8-methoxy-2-oxo-2,3,4,5-tetrahydro-1H-benzo[b]azepin-7-ylamino)-pyrimidin-4-ylamino]-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid amide | HCID 67264510 | 57% |
Reaction Steps
Following a procedure analogous to Example 113, 7-Amino-1-ethyl-8-methoxy-1,3,4,5-tetrahydro-benzo[b]azepin-2-one (59 mgs) and (1S,2S,3R,4R)-3-(2,5-Dichloro-pyrimidin-4-ylamino)-bicyclo[2.2.1]hept-5-ene-2-carboxylic acid amide (69 mgs) were converted to the title compound as an off-white solid (65 mgs, 57%). 1H-NMR (CDCl3): δ 8.33 (s, 1H), 7.94 (s, 1H), 7.50 (broad s, 1H), 6.80-6.77 (m, 1H), 6.72 (s, 1H), 6.34 (s, 2H), 5.62 (broad s, 1H), 5.45 (broad s, 1H), 4.47 (t, J=8.6 Hz, 1H), 3.92 (s, 3H), 3.10 (s, 1H), 2.90 (s, 1H), 2.69-2.59 (m, 1H), 2.55 (d, J=8.1 Hz, 1H), 2.30-2.15 (m, 4H), 1.68 (d, J=9.3 Hz, 1H), 1.32 (s, 2H), 1.60 (t, J=7.1 Hz, 3H), 0.99-0.92 (m, 2). MP: 145-153° C., LCMS, found 497 (M+H)+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08148391B2 |
| Source dataset | uspto-grants-2012_04 |
| ORD ID | ord-483400e80a9a447dbd00655c13d9df3a |
| Source note | uspto-grants-2012_04 |