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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1023615Generated: November 1, 2026

Water → HCID 53241939, compound

https://huagongshe.com/reaction/1023615

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethylamineHCID 8471—
ReactantTriphosgeneHCID 94429—
ReactantHCID 67236472HCID 67236472—
SolventDichloromethaneHCID 6344—
ProductHCID 53241939HCID 53241939230.4%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of N-(2-{[3-(1-methylethyl)phenyl]oxy}-5-pyrimidinyl)-D-alaninamide (Intermediate 87, 100 mg) in dichloromethane (30 mL) were added triphosgene (40 mg, 0.133 mmol) and triethylamine (51 mg, 0.5 mmol). The resulting mixture was stirred at 0° C. for 30 minutes and water (30 mL) was added. It was extracted with dichloromethane (3 times 30 mL) and the combined organic layer was dried over sodium sulphate and evaporated to afford the title compound (100 mg). 1HNMR (400 MHz, CDCl3): δ ppm 8.62 (2H, s), 7.26-7.30 (1H, t), 7.08-7.05 (2H, m), 6.99-6.92 (2H, m), 4.22-4.20 (1H, d), 2.88-2.84 (1H, m), 1.47-1.45 (3H, d), 1.19-1.18 (6H, d); MS—2 (ESI): 326 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08722695B2
Source datasetuspto-grants-2014_05
ORD IDord-4e20c4ba31c446db84305cbf38ce47f3
Source noteuspto-grants-2014_05