HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acryloyl chloride → 1-[4-[[(6-Amino-2'-phenoxy[5,5'-bipyrimidin]-4-yl)amino]methyl]-1-piperidinyl]-2-propen-1-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acryloyl chloride | HCID 13140 | — |
| Reactant | 1-Boc-4-(aminomethyl)piperidine | HCID 736817 | — |
| Reactant | 2-Phenoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-YL)pyrimidine | HCID 22346882 | — |
| Reactant | 5,6-Dichloro-pyrimidin-4-ylamine | HCID 24219262 | — |
| Product | 1-[4-[[(6-Amino-2'-phenoxy[5,5'-bipyrimidin]-4-yl)amino]methyl]-1-piperidinyl]-2-propen-1-one | HCID 71474587 | — |
Reaction Steps
1-(4-(((6-amino-2′-phenoxy-[5,5′-bipyrimidin]-4-yl)amino)methyl)piperidin-1-yl)prop-2-en-1-one was prepared from 5,6-dichloropyrimidin-4-amine, tert-butyl 4-(aminomethyl)piperidine-1-carboxylate, 2-phenoxy-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrimidine, and acryloyl chloride using methods B, C, D, and F. MS: m/z=432 [M+H]+. 1H NMR (400 MHz, DMSO) δ 8.37 (s, 2H), 7.96 (s, 1H), 7.47 (t, 2H), 7.30-7.20 (m, 3H), 6.76 (dd, 1H), 6.10-5.97 (m, 2H), 5.80 (s, 2H), 5.62 (dd, 1H), 4.35 (d, 1H), 3.99 (d, 1H), 3.10 (t, 2H), 3.02-2.89 (m, 1H), 2.56 (m, 1H), 1.81 (m, 1H), 1.63 (d, 2H), 1.02-0.83 (m, 2H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09073947B2 |
| Source dataset | uspto-grants-2015_07 |
| ORD ID | ord-6bdd647b3ce24e61a6e9386d6ade8992 |
| Source note | uspto-grants-2015_07 |