HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-(Methylthio)-4-(trimethylstannyl)pyrimidine → 4-(2-(2-Ethoxycarbonyl-ethyl)-3-{6-[3-methanesulfonyl-5-(2-methylsulfanyl-pyrimidin-4-yl)-phenoxy]-hexyl}-phenoxy)-butyric acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-(Methylthio)-4-(trimethylstannyl)pyrimidine | HCID 11266229 | — |
| Reactant | 4-{2-(2-Ethoxycarbonyl-ethyl)-3-[6-(3-iodo-5-methanesulfonyl-phenoxy)-hexyl]-phenoxy}-butyric Acid Ethyl Ester | HCID 57863037 | — |
| Product | 4-(2-(2-Ethoxycarbonyl-ethyl)-3-{6-[3-methanesulfonyl-5-(2-methylsulfanyl-pyrimidin-4-yl)-phenoxy]-hexyl}-phenoxy)-butyric acid ethyl ester | HCID 57863083 | 97.5% |
Reaction Steps
Title compound was prepared according to a similar procedure described in Example 21, step 1 by reaction of 4-{2-(2-ethoxycarbonylethyl)-3-[6-(3-iodo-5-methanesulfonyl-phenoxy)-hexyl]-phenoxy}-butyric acid ethyl ester (300 mg, 0.436 mmol) with 2-methylsulfanyl-4-trimethylstannanyl-pyrimidine (189 mg, 0.653 mmol) to afford 4-(2-(2-ethoxycarbonyl-ethyl)-3-{6-[3-methanesulfonyl-5-(2-methylsulfanyl-pyrimidin-4-yl)-phenoxy]-hexyl}-phenoxy)-butyric acid ethyl ester (292 mg, 97% yield) as an oil. 1H NMR (CDCl3): □ 8.62 (d, 1H), 8.16 (s, 1H), 7.92 (s, 1H), 7.55 (s, 1H), 7.42 (d, 1H), 7.09 (dd, 1H), 6.77 (d, 1H), 6.68 (d, 1H), 4.17-4.07 (m, 6H), 3.99 (dd, 2H), 3.10 (s, 3H), 2.97 (dd, 2H), 2.66-2.61 (m, 5H), 2.56-2.46 (m, 4H), 2.17-0.89 (m, 16H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08093253B2 |
| Source dataset | uspto-grants-2012_01 |
| ORD ID | ord-74c9e62779a848b2b63e5a0e4b338f3c |
| Source note | uspto-grants-2012_01 |