Triethylamine → HCID 86705165, compound

HRID 2401259Notes

Reaction equation

C(N(CC)CC)C.C1(O[C:15](=[O:27])[NH:16][C:17]2[CH:18]=[N:19][C:20]([C:23]([F:26])([F:25])[F:24])=[CH:21][CH:22]=2)C=CC=CC=1.[NH2:28][C@H:29]([CH2:33][OH:34])[CH:30]([CH3:32])[CH3:31]>C(Cl)(Cl)Cl>[OH:34][CH2:33][C@@H:29]([NH:28][C:15]([NH:16][C:17]1[CH:18]=[N:19][C:20]([C:23]([F:24])([F:25])[F:26])=[CH:21][CH:22]=1)=[O:27])[CH:30]([CH3:32])[CH3:31]

Participants

Conditions

Temperature: 80 °C

Procedure

Triethylamine (0.54 mL) and phenyl[6-(trifluoromethyl)pyridin-3-yl]carbamate (600 mg) were added to a solution of L-valinol (200 mg) in chloroform, and the mixture was stirred at 80° C. for 1 hr. The reaction mixture was concentrated under reduced pressure, and the residue was purified by column chromatography (silica gel cartridge, hexane/ethyl acetate) to afford 1-[(2S)-1-hydroxy-3-methylbutan-2-yl]-3-[6-(trifluoromethyl)pyridin-3-yl]urea (640 mg).

Workup

concentrationThe reaction mixture was concentrated under reduced pressure
customthe residue was purified by column chromatography (silica gel cartridge, hexane/ethyl acetate)

Sources & evidence

ORD record: ord-5a51699867224141a54c18f102344ac8
Source dataset: uspto-grants-2014_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08796272B2

Reaction notes

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