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Glycine ethyl ester, hydrochloride → 6-ethoxycarbonyl-N2,N4-bis(ethoxycarbonylmethyl)-5-nitro-2,4-pyrimidinediamine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Glycine ethyl ester, hydrochloride | HCID 2723640 | — |
| 反応物 | Ethyl 2,6-dichloro-5-nitropyrimidine-4-carboxylate | HCID 2761044 | — |
| 反応物 | R-112 | HCID 9904854 | — |
| 溶媒 | Triethylamine | HCID 8471 | — |
| 生成物 | 6-ethoxycarbonyl-N2,N4-bis(ethoxycarbonylmethyl)-5-nitro-2,4-pyrimidinediamine | HCID 22060735 | — |
反応手順
In a manner similar to the preparation of N2,N4-bis(3-hydroxyphenyl)-5-fluoro-2,4-pyrimidinediamine, with the addition of triethylamine, 2,4-dichloro-6-ethoxycarbonyl-5-nitropyrimidine and glycine ethyl ester hydrochloride were reacted to yield N2,N4-bis(ethoxycarbonylmethyl)-6-ethoxycarbonyl-5-nitro-2,4-pyrimidinediamine. 1H NMR (CDCl3): mixture of rotamers δ 8.99 and 8.80 (2 bs, 1H), 6.22 and 6.00 (2 bs, 1H), 4.45 (t, 2H, J=7.2 Hz), 4.31–4.21 (m, 6H), 4.14 (d, 2H, J=5.1 Hz), 1.39 (t, 3H, J=7.2 Hz), 1.34–1.28 (m, 6H); LCMS: ret. time: 26.06 min.; purity: 99%; MS (m/e): 400 (MH+).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07557210B2 |
| 出典データセット | uspto-grants-2009_07 |
| ORD ID | ord-716dd574f94d45d8941a09928a09fb62 |
| 出典メモ | uspto-grants-2009_07 |