HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl 3-(bromomethyl)benzoate → (1R,2S)-N-(cyclopropylsulfonyl)-3-((2-(4-fluorophenyl)-2'-oxospiro [cyclopropane-1,3'-indoline]-1'-yl)methyl)benzamide
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl 3-(bromomethyl)benzoate | HCID 517981 | — |
| Reactant | Cyclopropanesulfonamide | HCID 15765418 | — |
| Reactant | HCID 67233318 | HCID 67233318 | — |
| Product | (1R,2S)-N-(cyclopropylsulfonyl)-3-((2-(4-fluorophenyl)-2'-oxospiro [cyclopropane-1,3'-indoline]-1'-yl)methyl)benzamide | HCID 67232733 | — |
Reaction Steps
The title compound was prepared in analogy to Example 60 starting from 3-bromomethyl-benzoic acid methyl ester, cyclopropanesulfonamide (commercially available), (1R,2S) and (1S,2R)-2-(4-fluorophenyl)spiro[cyclopropane-1,3′-indolin]-2′-one prepared as in Scheme 1. LC/MS m/e calcd. for C27H23FN2O4S: 490, observed (M+H)+: 491.2 1HNMR (400 MHz, DMSO-d6) δppm 0.84-0.94 (m, 2 H) 0.94-1.04 (m, 2 H) 2.08-2.18 (m, 1 H) 2.32-2.40 (m, 1 H) 2.98-3.09 (m, 1 H) 3.21 (t, 1 H) 5.06 (s, 2 H) 6.09 (d, 1 H) 6.68 (t, 1 H) 6.89 (d, 1 H) 7.00-7.18 (m, 4 H) 7.33-7.50 (m, 4 H) 7.80-7.92 (m, 2 H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08354443B2 |
| Source dataset | uspto-grants-2013_01 |
| ORD ID | ord-bc0f7bd744594f51b44e7ec0947a8074 |
| Source note | uspto-grants-2013_01 |