HuagongsheHuagongshe Chemistry Print Report · For research reference only
Acryloyl chloride → 1-(2-(6-Amino-5-(4-phenoxyphenyl)pyrimidin-4-yl)-2,7-diazaspiro[3.5]nonan-7-yl)prop-2-en-1-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Acryloyl chloride | HCID 13140 | — |
| Reactant | 4-Phenoxyphenylboronic acid | HCID 2734377 | — |
| Reactant | 5,6-Dichloro-pyrimidin-4-ylamine | HCID 24219262 | — |
| Reactant | tert-Butyl 2,7-diazaspiro[3.5]nonane-7-carboxylate | HCID 24820512 | — |
| Product | 1-(2-(6-Amino-5-(4-phenoxyphenyl)pyrimidin-4-yl)-2,7-diazaspiro[3.5]nonan-7-yl)prop-2-en-1-one | HCID 71474445 | — |
Reaction Steps
1-(2-(6-amino-5-(4-phenoxyphenyl)pyrimidin-4-yl)-2,7-diazaspiro[3.5]nonan-7-yl)prop-2-en-1-one was prepared from 5,6-dichloropyrimidin-4-amine, tert-butyl 2,7-diazaspiro[3.5]nonane-7-carboxylate, (4-phenoxyphenyl)boronic acid, and acryloyl chloride in four steps according to general scheme 2, using methods I, C, D and G. MS: m/z=442 [M+H]+. 1H-NMR (400 MHz, DMSO-d6) δ 8.31 (s, 1H), 7.43 (t, 2H), 7.34 (d, 2H), 7.18 (t, 1H), 7.11 (d, 4H), 7.04 (bs, 1H), 6.77 (dd, 1H), 6.06 (dd, 1H), 5.65 (dd, 1H), 3.10-3.90 (m, 8H), 1.59 (s, 4H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09073947B2 |
| Source dataset | uspto-grants-2015_07 |
| ORD ID | ord-6ffc42f4a730459a8f05acdd5a4f891f |
| Source note | uspto-grants-2015_07 |