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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 75850Generated: October 31, 2026

Hydrochloric Acid → HCID 67354342, compound

https://huagongshe.com/reaction/75850

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantLithium hydroxide, monohydrateHCID 168937—
ReactantMethyl 2-(3-(4-(6-fluorobenzo[d]thiazol-2-yloxy)phenyl)isoxazole-5-carboxamido)-3-methylbutanoateHCID 67353704—
SolventTetrahydrofuranHCID 8028—
ProductHCID 67354342HCID 6735434252.8%

Reaction Steps

To Methyl 2-(3-(4-(6-fluorobenzo[d]thiazol-2-yloxy)phenyl)isoxazole-5-carboxamido)-3-methylbutanoate (160 mg) in THF (4 ml), 1 M aqueous solution of Lithium hydroxide monohydrate (0.68 ml) was added and reaction mixture was stirred at RT for 6 hours. The reaction mixture was acidified with dilute HCl and extracted with EtOAc. Organic layer was collected and dried over Na2SO4 and concentrated to obtain off white solid, which was crystallized from EtOAc to yield 82 mg (52%) of the title compound as white solid. MS (ES+): m/z 456 (M+1); 1HNMR (DMSO-d6, 300 MHz): δ 12.9 (bs, 1H), 9.04 (d, 1H), 8.08 (d, 2H), 7.93 (dd, 1H), 7.81 (s, 1H), 7.75 (dd, 1H), 7.67 (d, 2H), 7.3 (m, 1H), 4.29 (m, 1H), 2.23 (m, 1H), 0.96 (d, 6H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08835428B2
Source datasetuspto-grants-2014_09
ORD IDord-cb05309ff0e0429a9659f9863d71dc6b
Source noteuspto-grants-2014_09