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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1594225Generated: November 2, 2026

Lithium Hydroxide → 4-Tert-Butyl-2-(4-methyl-benzoylamino)-4H-pyrrolo[2,3-d]thiazole-6-carboxylic acid

https://huagongshe.com/reaction/1594225

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium HydroxideHCID 3939—
Reactant4-Tert-Butyl-2-(4-methyl-benzoylamino)-4H-pyrrolo[2,3-d]thiazole-6-carboxylic acid ethyl esterHCID 59001368—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
Product4-Tert-Butyl-2-(4-methyl-benzoylamino)-4H-pyrrolo[2,3-d]thiazole-6-carboxylic acidHCID 5900126984%

Reaction Steps

Water (50 ml) was added to a stirred suspension of 4-tert-butyl-2-(4-methyl-benzoylamino)-4H-pyrrolo[2,3-d]thiazole-6-carboxylic acid ethyl ester (4.0 g, 10.5 mmol) and lithium hydroxide (1.0 g, 42.6 mmol) in THF (105 ml). The mixture was held at reflux for 18 hours, cooled, diluted with water (200 ml), and washed with ethyl acetate. The aqueous phase was chilled, then acidified (6M HCl), with stirring, to precipitate product. The solid was filtered and dried to yield 3.14 g (84%) of the product. MS: M+H=358.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07300949B2
Source datasetuspto-grants-2007_11
ORD IDord-542ea5e57d314512abc5416692415a32
Source noteuspto-grants-2007_11