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Glycine → 2-(1-Cyano-4-hydroxyisoquinoline-3-carboxamido)acetic acid
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Glycine | HCID 750 | — |
| 反応物 | Methanol | HCID 887 | — |
| 反応物 | 1-Cyano-4-hydroxy-isoquinoline-3-carboxylic acid butyl ester | HCID 67110122 | — |
| 反応物 | HCID 178418582 | HCID 178418582 | — |
| 生成物 | 2-(1-Cyano-4-hydroxyisoquinoline-3-carboxamido)acetic acid | HCID 24779986 | 80.4% |
反応手順
A mixture of 1-cyano-4-hydroxy-isoquinoline-3-carboxylic acid butyl ester (89 mg, 0.33 mmol), glycine (375 mg, 5 mmol), and a 0.5 N solution of MeONa in MeOH (8 mL, 4 mmol) was refluxed with stirring for 48 h before it was concentrated in vacuo. The residue was dissolved in water (20 mL). The solution was washed with diethyl ether before its pH was adjusted to 2 to 3 by addition of aqueous 6 N HCl. The resulting suspension was extracted with ethyl acetate (1×30 mL). The organic phase was dried over MgSO4 and concentrated in vacuo to give the title compound as a yellowish solid (72 mg); MS-(−)-ion: M−1=270.2.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07928120B2 |
| 出典データセット | uspto-grants-2011_04 |
| ORD ID | ord-e92993702f1c4e7bbac172206828b7cc |
| 出典メモ | uspto-grants-2011_04 |