Hydrogen Bromide → methyl 2-((S)-1-amino-2-methylpropyl)-5-(7-bromo-1H-indol-3-yl)oxazole-4-carboxylate hydrobromide

온도

25 °C

Glacial acetic acid (25 mL) was added to methyl 2-((S)-1-(benzyloxycarbonylamino)-2-methylpropyl)-5-(7-bromo-1H-indol-3-yl)oxazole-4-carboxylate (9.99 g, 19.0 mmol) in a 500-mL round-bottom flask fitted with a mechanical stirrer. The suspension was stirred at 25° C. and 33% HBr in acetic acid (50 mL) was added in one portion. The mixture became homogeneous and then a precipitate formed in 5-10 min. After 1 h, MTBE (235 mL) was added and stirring was continued at 25° C. for another 1 h 20 min. The mixture was filtered and the precipitate was washed with MTBE (150 mL). The cream-colored powder was dried under vacuum to give methyl 2-((S)-1-amino-2-methylpropyl)-5-(7-bromo-1H-indol-3-yl)oxazole-4-carboxylate hydrobromide (8.91 g, 99% yield). 1H NMR (300 MHz, DMSO-d6): consistent with proposed structure. MS: m/z=392.0 (M+1).

1. customfitted with a mechanical stirrer
2. customa precipitate formed in 5-10 min
3. stirringstirring
4. waitwas continued at 25° C. for another 1 h 20 min
5. filtrationThe mixture was filtered
6. washthe precipitate was washed with MTBE (150 mL)
7. customThe cream-colored powder was dried under vacuum

ORD 기록

ord-cb655ae57e4c4b888a211c346a509788

출처 데이터셋

uspto-grants-2012_04

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US08153619B2