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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 911795Generated: October 25, 2026

Hydrochloric Acid → HCID 24764798, compound

https://huagongshe.com/reaction/911795

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantMethanolHCID 887—
ReactantDichloromethaneHCID 6344—
ReactantTert-butyl 3-(5-bromo-2-(4-methylthiazol-2-ylamino)pyridin-3-yloxy)pyrrolidine-1-carboxylateHCID 24764797—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 24764798HCID 2476479892.4%

Reaction Steps

A mixture of tert-butyl 3-(5-bromo-2-(4-methylthiazol-2-ylamino)pyridin-3-yloxy)pyrrolidine-1-carboxylate (prepared according to Example 61; 550 mg, 1.21 mmol) and CH2Cl2 (10 mL) and MeOH (2 mL) was stirred at room temperature. 4N HCl in dioxane (5 mL) was added and the reaction mixture was stirred at room temperature for 30 minutes. The reaction was concentrated and dissolved in small amount of CH2Cl2/methanol and added to vigorously stirred ether and filtered to afford N-(5-bromo-3-(pyrrolidin-3-yloxy)pyridin-2-yl)-4-methylthiazol-2-amine dihydrochloride (478 mg, 92.4% yield) as a white solid. 1H NMR (d6-DMSO) δ 11.18 (bs, 1H), 9.80 (bs, 1H), 9.27 (bs, 1H), 8.09 (d, 1H), 7.83 (d, 1H), 6.80 (s, 1H), 5.42 (m, 1H), 3.62-3.30 (m, 4H), 2.31 (s, 3H), 2.22 (m, 2H); Mass spectrum (apci) m/z 357.0 (M+H-2HCl).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08022223B2
Source datasetuspto-grants-2011_09
ORD IDord-3e60c6f0bd3f4fc09e75bbfd2307a2da
Source noteuspto-grants-2011_09