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Aniline → 4-Hydroxy-1-phenylamino-isoquinoline-3-carboxylic acid butyl ester
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Aniline | HCID 6115 | — |
| 反応物 | 1-Bromo-4-hydroxy-isoquinoline-3-carboxylic acid butyl ester | HCID 86014541 | — |
| 溶媒 | Ethyl Acetate | HCID 8857 | — |
| 生成物 | 4-Hydroxy-1-phenylamino-isoquinoline-3-carboxylic acid butyl ester | HCID 66712787 | — |
反応手順
A mixture of 1-bromo-4-hydroxy-isoquinoline-3-carboxylic acid butyl ester (810 mg, 2.5 mmol, Example D-28 a) and aniline (3 ml) was stirred in a pressure tube in a microwave oven at 150° C. for 20 min. The reaction was repeated on the same scale. Both reaction mixtures were combined, EtOAc (100 ml) was added and the mixture was washed with H2O (5×30 ml, pH=1-2). The organic phase was dried and concentrated in vacuo. The residue was purified by flash column chromatography on silica gel using hexanes/EtOAc as the eluent to give 770 mg of 4-hydroxy-1-phenylamino-isoquinoline-3-carboxylic acid butyl ester; MS-(+)-ion: M+1=337.21.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08278325B2 |
| 出典データセット | uspto-grants-2012_10 |
| ORD ID | ord-5751530261b74271ad13427ae1ed154a |
| 出典メモ | uspto-grants-2012_10 |