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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 494377Generated: October 30, 2026

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

https://huagongshe.com/reaction/494377

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrogen BromideHCID 260—
Reactanttert-Butyl methyl etherHCID 15413—
Reactantmethyl 2-((S)-1-(benzyloxycarbonylamino)-2-methylpropyl)-5-(7-bromo-1H-indol-3-yl)oxazole-4-carboxylateHCID 59595035—
SolventAcetic AcidHCID 176—
Productmethyl 2-((S)-1-amino-2-methylpropyl)-5-(7-bromo-1H-indol-3-yl)oxazole-4-carboxylate hydrobromideHCID 66889567153.1%

Reaction Steps

To 33% HBr in acetic acid (1.33 L) was added the title compound of Example 5 (403.4 g, 766 mmol) and the stirred vigorously for 1 hour and 20 min. The mixture was slowly and carefully added to MTBE (12 L) with external cooling and strong agitation. The mixture was stirred for 1 hour at 0° C. and filtered under N2. The hygroscopic solids were washed with MTBE (1 L) and dried to constant mass in a vacuum oven to yield the title compound (277.5 g, 76.5%) as a fine brown solid. 1H NMR (CDCl3): consistent with proposed structure.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07538129B2
Source datasetuspto-grants-2009_05
ORD IDord-01f361cb86be4320a5eae1291c8048e8
Source noteuspto-grants-2009_05