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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1505306Generated: November 1, 2026

D-Alanine → HCID 68322495, compound

https://huagongshe.com/reaction/1505306

Reaction equation

Participants

RoleNameHCIDCharge
ReactantD-AlanineHCID 71080—
ReactantDiisopropylethylamineHCID 81531—
ReactantTriphosgeneHCID 94429—
ReactantHCID 26189737HCID 26189737—
SolventDichloromethaneHCID 6344—
SolventTetrahydrofuranHCID 8028—
ProductHCID 68322495HCID 68322495302.4%

Reaction Steps

To a solution of 4-[(3-chloro-4-fluorophenyl)oxy]aniline (Intermediate 8, 237 mg) and triphosgene (99 mg, 0.33 mmol) in 15 mL of dichloromethane was added DIPEA (155 mg, 1.2 mmol) and the mixture was stirred at room temperature for 2 hours. Then the solvent was evaporated to give a residue. The residue was dissolved in 5 mL of THF and was transferred to a mixture of DIPEA (65 mg, 0.5 mmol, Acros) and D-Alanine (89 mg, 1 mmol) in 5 mL of THF. The whole reaction mixture was stirred at room temperature for 16 hours. Removal of the solvent afforded the title compound (352 mg) which was directly used in the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09216967B2
Source datasetuspto-grants-2015_12
ORD IDord-0539bdca6ddb442382f73e553bf93709
Source noteuspto-grants-2015_12