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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2036630Generated: November 4, 2026

Diisopropylethylamine → HCID 67432901, compound

https://huagongshe.com/reaction/2036630

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
ReactantTert-butoxycarbonylalanineHCID 85082—
ReactantMethanaminium, N-((dimethylamino)(3H-1,2,3-triazolo(4,5-b)pyridin-3-yloxy)methylene)-N-methyl-, hexafluorophosphate(1-) (1:1)HCID 9886157—
ReactantHCID 67434521HCID 67434521—
SolventWaterHCID 962—
Solventdichloromethane N,N-dimethylformamideHCID 22350042—
ProductHCID 67432901HCID 67432901—

Reaction Steps

N3-(3,5-Difluorophenyl)-pyridine-2,3-diamine (750 mg, 3.39 mmol), Boc-L-Ala-OH (640 mg, 3.39 mmol) and HATU (2.57 g, 6.78 mmol) were suspended in DCM-DMF (1:1) (10.2 mL). DIEA (874.6 mg, 6.78 mmol) was added to reaction mixture and stirred at rt for 8 h. After completion, the reaction mixture was diluted with water and extracted with EtOAc. The organic layer was dried over sodium sulfate and concentrated in vacuo. The crude product was purified by column chromatography using silica gel (100-200 mesh) and 0-10% MeOH in DCM to provide {1-[3-(3,5-difluorophenylamino)-pyridin-2-ylcarbamoyl]-ethyl}-carbamic acid tert-butyl ester: LC-MS (ESI) m/z 393.2 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08575183B2
Source datasetuspto-grants-2013_11
ORD IDord-278e5758eff94390b2bd10b187e1bb27
Source noteuspto-grants-2013_11