HuagongsheHuagongshe Chemistry Print Report · For research reference only
alpha-Bromo-o-fluorotoluene → (S)-1-(2-fluorobenzyl)-5-(2-phenoxymethyl-azetidine-1-sulfonyl)-1H-indole-2,3-dione
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | alpha-Bromo-o-fluorotoluene | HCID 67968 | — |
| Reactant | 1-Methyl-5-(2-phenoxymethyl-pyrrolidine-1-sulfonyl)-1H-indole-2,3-dione | HCID 5288850 | — |
| Reactant | (S)-5-(2-phenoxymethyl-azetidine-1-sulfonyl)-1H-indole-2,3-dione | HCID 11624920 | — |
| Product | (S)-1-(2-fluorobenzyl)-5-(2-phenoxymethyl-azetidine-1-sulfonyl)-1H-indole-2,3-dione | HCID 11634372 | — |
Reaction Steps
(S)-1-(2-Fluorobenzyl)-5-(2-phenoxymethyl-azetidine-1-sulfonyl)-1H-indole-2,3-dione (18f) was prepared according to the same procedure for compound 11a, except using compound 17 and 2-fluorobenzyl bromide, and purified with solid, mp 147.1-148.0° C. 1H NMR (300 MHz, CDCl3) δ 8.05 (d, J=1.8 Hz, 1H), 8.00 (dd, J=8.25 Hz, J=2.1 Hz, 1H), 7.35 (m, 2H), 7.24-7.11 (m, 3H), 7.02-6.78 (m, 5H), 4.98 (s, 2H), 4.47 (m, 1H), 4.11 (m, 2H), 3.85 (m, 2H), 2.35-2.25 (m, 2H). Anal. Calcd for C25H21FN2O5S: C, 62.49, H, 4.41; N, 5.83. Found: C, 62.25, H, 4.47; N, 5.68.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08329686B2 |
| Source dataset | uspto-grants-2012_12 |
| ORD ID | ord-94a5c7114bd5467aa5418a2adcec434a |
| Source note | uspto-grants-2012_12 |