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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 252727Generated: November 1, 2026

Triethylamine → HCID 86620403, compound

https://huagongshe.com/reaction/252727

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantP,P-Diphenylphosphinic azideHCID 199401—
ReactantDimethyl-1,3-thiazole-5-carboxylic acidHCID 736488—
ReactantN-[5-(5-amino-6-chloropyridin-3-yl)-4-methyl-1,3-thiazol-2-yl]acetamideHCID 86244450—
SolventTolueneHCID 1140—
Solvent1,4-DioxaneHCID 31275—
ProductHCID 86620403HCID 8662040345%

Reaction Conditions

Temperature100 °C

Reaction Steps

Diphenylphosphoryl azide (0.228 mL) was added to a stirred mixture of 2,4-dimethylthiazole-5-carboxylic acid (137 mg), triethylamine (0.148 mL) and toluene (3 mL) and the resultant mixture was heated to 100° C. for 1 hour. N-[5-(5-Amino-6-chloropyridin-3-yl)-4-methyl-1,3-thiazol-2-yl]acetamide (100 mg) was added followed by 1,4-dioxane (3 mL) and the resultant solution was stirred and heated to 100° C. for 2 hours. The mixture was cooled to room temperature and concentrated by evaporation. The residue was purified by preparative HPLC. There was thus obtained the title compound as a white solid (69 mg, 45%); 1H NMR Spectrum: (DMSOd6) 2.16 (s, 3H), 2.27 (s, 3H), 2.39 (s, 3H), 2.54 (s, 3H), 8.17 (s, 1H), 8.65 (s, 1H), 8.82 (s, 1H), 9.75 (s, 1H); Mass Spectrum: M+H+ 437.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07868188B2
Source datasetuspto-grants-2011_01
ORD IDord-e15d81bdbaa849f08fdd32ffafc74c8e
Source noteuspto-grants-2011_01