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2-Naphthalenecarboxaldehyde → 4-Naphthalen-2-ylmethyl-piperazine-1-carboxylic acid phenylamide
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 2-Naphthalenecarboxaldehyde | HCID 6201 | — |
| 反応物 | Potassium Hydroxide | HCID 14797 | — |
| 反応物 | Sodium triacetoxyborohydride | HCID 5049666 | — |
| 反応物 | N-phenylpiperazine-1-carboxamide | HCID 7015289 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | 4-Naphthalen-2-ylmethyl-piperazine-1-carboxylic acid phenylamide | HCID 11667358 | 64% |
反応手順
A solution of piperazine-1-carboxylic acid phenylamide (103 mg) and 2-naphthaldehyde (94 mg) in DCM (2 mL) was treated with NaB(OAc)3H (148 mg). After 16 h, the resulting mixture was treated with 10% aq. KOH (2 mL). The aqueous phase was extracted with DCM (2×3 mL). The combined extracts were dried (MgSO4) and concentrated. Chromatography of the residue gave the title compound as a white foam (111 mg). 1H NMR (400 MHz, CDCl3): 7.85-7.80 (m, 3H), 7.74 (s, 1H), 7.52-7.45 (m, 3H), 7.35-7.25 (m, 4H), 7.05-7.00 (m, 1H), 6.37 (br s, 1H), 3.69 (s, 2H), 3.53-3.48 (m, 4H), 2.55-2.49 (m, 4H).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US09169224B2 |
| 出典データセット | uspto-grants-2015_10 |
| ORD ID | ord-e097916722a74b2cb562482971a83b53 |
| 出典メモ | uspto-grants-2015_10 |