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1-(1-Pyrrolidinyl)cyclopentanecarbonitrile → (+/-)1-Phenyl-1-[1-(1-pyrrolidinyl)cyclopentyl]methanamine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 1-(1-Pyrrolidinyl)cyclopentanecarbonitrile | HCID 586347 | — |
| 反応物 | Sodium borohydride | HCID 4311764 | — |
| 反応物 | {1-[Amino(phenyl)methyl]cyclopentyl}dimethylamine | HCID 11521393 | — |
| 反応物 | HCID 178506676 | HCID 178506676 | — |
| 溶媒 | Methanol | HCID 887 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 溶媒 | Butyl ether | HCID 8909 | — |
| 生成物 | (+/-)1-Phenyl-1-[1-(1-pyrrolidinyl)cyclopentyl]methanamine | HCID 59347883 | 56% |
反応手順
The title compound (0.55 g, 56%) was prepared from 1-(1-pyrrolidinyl)cyclopentane carbonitrile D9 (0.66 g, 4 mmol), and phenyllithium in dibutylether (2.4 ml of a 1.8M solution; 4.4 mmol) in THF (4 ml), followed by reaction with sodium borohydride (0.456 g, 12 mmol) in methanol (4 ml) in a similar manner to that described in D2. 1H NMR (CDCl3) δ: 0.41 (1H, m), 1.17 (1H, m), 1.35 (2H, m), 1.60 (2H, m), 1.73 (5H, m), 1.84-2.02 (3H, m), 2.64-2.74 (4H, m), 4.27 (1H, s), 7.21-7.31 (3H, m), 7.48 (2H, m).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07745642B2 |
| 出典データセット | uspto-grants-2010_06 |
| ORD ID | ord-ff49f2d023844b15b2922272e5af7878 |
| 出典メモ | uspto-grants-2010_06 |