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HRID 459771作成日:2026年10月25日

p-tolylmethyl N-(pyrazine-2-carbonylamino)carbamate → (S)-3-benzyloxycarbonylamino-N-[2-fluoro-5-(4-oxo-3,4-dihydrophthalazin-1-ylmethyl)phenyl]succinamic acid

https://huagongshe.com/reaction/459771

反応式

関与物質

役割名称HCID仕込み量
反応物p-tolylmethyl N-(pyrazine-2-carbonylamino)carbamateHCID 478568—
反応物(S)-3-benzyloxycarbonylamino-N-[2-fluoro-5-(4-oxo-3,4-dihydrophthalazin-1-ylmethyl)phenyl]succinamic acid benzyl esterHCID 58823934—
溶媒Sodium CarbonateHCID 10340—
生成物(S)-3-benzyloxycarbonylamino-N-[2-fluoro-5-(4-oxo-3,4-dihydrophthalazin-1-ylmethyl)phenyl]succinamic acidHCID 5882396272.1%

反応手順

A mixture of the above crude (S)-3-benzyloxycarbonylamino-N-[2-fluoro-5-(4-oxo-3,4-dihydrophthalazin-1-ylmethyl)phenyl]succinamic acid benzyl ester (0.57 g) and saturated aqueous sodium carbonate solution (pH 9; 10 ml) was stirred at ambient temperature for 72 hours. The pH of the mixture was adjusted to pH10 by the addition of further saturated aqueous sodium carbonate solution, then the mixture was stirred at 70° C. for 4 hours until a clear solution was obtained. The cooled solution was washed with ethyl acetate (2×5 ml) and the aqueous layer was acidified by the addition of 10% hydrochloric acid. The resulting solid was collected by filtration and dried in vacuo to give (S)-3-benzyloxycarbonylamino-N-[2-fluoro-5-(4-oxo-3,4-dihydrophthalazin-1-ylmethyl)phenyl]succinamic acid (0.35 g) as an off-white solid, m.pt. 188–190° C., which was used without further purification.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07196085B2
出典データセットuspto-grants-2007_03
ORD IDord-65844b9017ad46ad93088862246c8dc2
出典メモuspto-grants-2007_03