HuagongsheHuagongshe Chemistry Print Report · For research reference only
1,2-Dibromoethene → (1R,2S)-2-(4-chlorophenyl)-1'-(2-(3-morpholinopropylamino)ethyl) spiro[cyclopropane-1,3'-indolin]-2'-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1,2-Dibromoethene | HCID 10897 | — |
| Reactant | N-(3-Aminopropyl)morpholine | HCID 61055 | — |
| Reactant | (1S,2R)-2-(4-chlorophenyl)spiro[cyclopropane-1,3'-indolin]-2'-one | HCID 58305285 | — |
| Product | (1R,2S)-2-(4-chlorophenyl)-1'-(2-(3-morpholinopropylamino)ethyl) spiro[cyclopropane-1,3'-indolin]-2'-one | HCID 58305419 | — |
Reaction Steps
The title compound was prepared in analogy to Example 81 starting from dibromo ethylene, 3-morpholinopropan-1-amine (commercially available), (1R,2S) and (1S,2R)-2-(4-chlorophenyl)spiro[cyclopropane-1,3′-indolin]-2′-one prepared as in Scheme 1. LC/MS m/e calcd. for C25H30ClN3O2: 439, observed (M+H)+: 440.1 1HNMR (400 MHz, MeOD-d4) δppm 2.07-2.32 (m, 6 H) 3.26 (s, 8 H) 3.47 (t, J=5.94 Hz, 3 H) 4.24 (d, J=28.55 Hz, 3 H) 6.12 (d, J=7.07 Hz, 1 H) 6.81 (t, J=7.07 Hz, 1 H) 7.14 (d, J=7.58 Hz, 1 H) 7.19-7.29 (m, 3H) 7.30-7.39 (m, 2 H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08354443B2 |
| Source dataset | uspto-grants-2013_01 |
| ORD ID | ord-c9d4d1205c7044df996fddfbb4391077 |
| Source note | uspto-grants-2013_01 |