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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2366773Generated: November 2, 2026

Sodium Bicarbonate → N-{5-[(3-amino-4-fluorophenyl)amino][1,3]thiazolo[5,4-b]pyridin-2-yl)cyclopropanecarboxamide

https://huagongshe.com/reaction/2366773

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium BicarbonateHCID 516892—
ReactantTert-butyl[5-({2-[(cyclopropylcarbonyl)amino][1,3]thiazolo[5,4-b]pyridin-5-yl}amino)-2-fluorophenyl]carbamateHCID 86657969—
SolventHydrogen chloride-ethyl acetateHCID 21866389—
ProductN-{5-[(3-amino-4-fluorophenyl)amino][1,3]thiazolo[5,4-b]pyridin-2-yl)cyclopropanecarboxamideHCID 8664606265%

Reaction Conditions

Temperature0 °C

Reaction Steps

To tert-butyl [5-({2-[(cyclopropylcarbonyl)amino][1,3]thiazolo[5,4-b]pyridin-5-yl}amino)-2-fluorophenyl]carbamate (3.40 g, 7.67 mmol) was added 4N hydrogen chloride/ethyl acetate (50 mL), and the mixture was stirred at 0° C. overnight. The reaction mixture was neutralized with saturated aqueous sodium hydrogen carbonate solution, and the mixture was extracted with ethyl acetate (50 mL×3). The organic layer was concentrated under reduced pressure to give the title compound (1.70 g, 65%) as a violet powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08697874B2
Source datasetuspto-grants-2014_04
ORD IDord-252d881ce4f4433195ea78328da9ecc9
Source noteuspto-grants-2014_04