HuagongsheHuagongshe Chemistry Print Report · For research reference only
2-Butynoic acid → 1-(6-((6-Amino-5-(4-phenoxyphenyl)pyrimidin-4-yl)amino)-2-azaspiro[3.3]heptan-2-yl)but-2-yn-1-one
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2-Butynoic acid | HCID 68535 | — |
| Reactant | 4-Phenoxyphenylboronic acid | HCID 2734377 | — |
| Reactant | 5,6-Dichloro-pyrimidin-4-ylamine | HCID 24219262 | — |
| Reactant | tert-Butyl 6-amino-2-azaspiro[3.3]heptane-2-carboxylate | HCID 46930560 | — |
| Product | 1-(6-((6-Amino-5-(4-phenoxyphenyl)pyrimidin-4-yl)amino)-2-azaspiro[3.3]heptan-2-yl)but-2-yn-1-one | HCID 71093051 | — |
Reaction Steps
1-(6-((6-amino-5-(4-phenoxyphenyl)pyrimidin-4-yl)amino)-2-azaspiro[3.3]heptan-2-yl)but-2-yn-1-one was prepared from 5,6-dichloropyrimidin-4-amine, tert-butyl 6-amino-2-azaspiro[3.3]heptane-2-carboxylate, (4-phenoxyphenyl)boronic acid and but-2-ynoic acid according to general scheme 3 using methods S1, S2, S3, and S4A. HPLC purity: 99%. MS: m/z=440 [M+H]+. 1H NMR (CD3OD) δ 8.24 (s, 1H), 7.16-7.45 (m, 9H), 4.57 (s, 1H), 4.27 (d, 2H), 4.05 (d, 2H), 2.61 (m, 2H), 2.27 (m, 2H), 2.00 (m, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09073947B2 |
| Source dataset | uspto-grants-2015_07 |
| ORD ID | ord-1346fdf5530c440f9b2d2362e10b9d02 |
| Source note | uspto-grants-2015_07 |