HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 88019357, compound → HCID 23518945, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 88019357 | HCID 88019357 | — |
| Reactant | rel-3-[(1R,2R)-2-Formylcyclopropyl]-1-[(4-methylphenyl)sulfonyl]-1H-indole-5-carbonitrile | HCID 88043241 | — |
| Product | HCID 23518945 | HCID 23518945 | 37% |
Reaction Steps
Racemic [trans-2-[6-cyano-1-(p-toluenesulfonyl)indol-3-yl]-cyclopropane carboxaldehyde was prepared in a 37% yield from racemic [trans-2-[6-cyano-1-(p-toluenesulfonyl)indol-3-yl]cycloprop-1-yl]-N-methoxy-N-methyl-carboxamide in a similar manner to [trans-2-[5-cyano-1-(p-toluenesulfonyl)indol-3-yl]cyclopropane-carboxaldehyde in Example 1. 1H NMR (400 MHz, DMSO-d6) 9.11 (1H, d, J=5.5 Hz), 8.33 (1H, d, J=1.0 Hz), 7.99 (3H, m), 7.88 (1H, d, J=8.1 Hz), 7.69 (1H, dd, J=8.2, 1.4 Hz), 7.41 (2H, d, J=8.0 Hz), 2.76 (1H, m), 2.33 (3H, s), 2.14 (1H, m), 1.70 (2H, m); MS m/e 363 (M−H)−. Anal calcd. for C20H16N2O3S: C, 65.91; H, 4.42; N, 7.68. Found: C, 65.91; H, 4.45; N, 7.47.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06822100B2 |
| Source dataset | uspto-grants-2004_11 |
| ORD ID | ord-08a323ce2ca84e1faee76c4a7b6278d9 |
| Source note | uspto-grants-2004_11 |