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3-Aminocyclopentanol hydrochloride → 3-({5,6-Dimethyl-2-[(pyridin-2-ylmethyl)amino]pyrimidin-4-yl}amino)cyclopentanol
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 3-Aminocyclopentanol hydrochloride | HCID 19818428 | — |
| 反応物 | N4-cyclopentyl-5,6-dimethyl-N2-(pyridin-2-ylmethyl)pyrimidine-2,4-diamine | HCID 71738410 | — |
| 生成物 | 3-({5,6-Dimethyl-2-[(pyridin-2-ylmethyl)amino]pyrimidin-4-yl}amino)cyclopentanol | HCID 71738479 | — |
反応手順
The titled compound was synthesized according to the procedure described for preparation of N4-cyclopentyl-5,6-dimethyl-N2-(pyridin-2-ylmethyl)pyrimidine-2,4-diamine (Example 29) using 3-aminocyclopentanol hydrochloride instead of cyclopentanamine. The crude material was purified by column chromatography eluting with mixture of chloroform/ethanol/20% water solution of ammonia (200:10:1), and then the final product was washed with diethyl ether to afford the titled compound as a white solid. 1H NMR (300 MHz, methanol-d4) δ ppm 1.50-1.58 (m, 1H), 1.70-1.78 (m, 3H), 1.96 (bs, 4H), 2.34 (s, 3H), 3.32 (s, 3H), 4.20-4.32 (m, 2H), 7.69-7.75 (m, 1H), 7.79-7.85 (m, 1H), 8.20-8.29 (m, 1H), 8.69 (bs, 1H); MS (ESI) m/z 314.8 (M+1)+.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US09447051B2 |
| 出典データセット | uspto-grants-2016_09 |
| ORD ID | ord-192cd479af064bde98284a776c545491 |
| 出典メモ | uspto-grants-2016_09 |