HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanesulfonamide → (1S,2R)-3-((2-(4-chlorophenyl)-2'-oxospiro[cyclopropane-1,3'-indoline]-1'-yl)methyl)-N-(methylsulfonyl)benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanesulfonamide | HCID 72879 | — |
| Reactant | Methyl 3-(bromomethyl)benzoate | HCID 517981 | — |
| Reactant | 2-(4-Chlorophenyl)spiro[cyclopropane-1,3'-indolin]-2'-one | HCID 67232090 | — |
| Product | (1S,2R)-3-((2-(4-chlorophenyl)-2'-oxospiro[cyclopropane-1,3'-indoline]-1'-yl)methyl)-N-(methylsulfonyl)benzamide | HCID 53244367 | — |
Reaction Steps
The title compound was prepared in analogy to Example 60 starting from 3-bromomethyl-benzoic acid methyl ester, methylsulfonamide (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 C25H21ClN2O4S: 480, observed (M+H)+: 481.2 1HNMR (400 MHz, DMSO-d6) δppm 2.08-2.18 (m, 1 H) 2.35-2.42 (m, 1 H) 2.92 (s, 3 H) 3.13-3.25 (m, 2 H) 4.95-5.13 (m, 2 H) 6.15 (d, 1 H) 6.70 (t, 1 H) 6.87 (d, 1 H) 7.02-7.10 (m, 2 H) 7.30-7.44 (m, 6H) 7.81-7.89 (m, 2 H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08354443B2 |
| Source dataset | uspto-grants-2013_01 |
| ORD ID | ord-6c867569970e49e1aec451cb46fd5a71 |
| Source note | uspto-grants-2013_01 |