5-Tert-butyl-3-isocyanato-1,2-oxazole → 1-(4-(2-Fluorobenzyloxy)phenyl)-3-(5-tert-butylisoxazol-3-yl)urea

HRID 2354041Notes

Reaction equation

[F:1][C:2]1[CH:16]=[CH:15][CH:14]=[CH:13][C:3]=1[CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([NH2:12])=[CH:8][CH:7]=1.[C:17]([C:21]1[O:25][N:24]=[C:23]([N:26]=[C:27]=[O:28])[CH:22]=1)([CH3:20])([CH3:19])[CH3:18]>C1(C)C=CC=CC=1>[F:1][C:2]1[CH:16]=[CH:15][CH:14]=[CH:13][C:3]=1[CH2:4][O:5][C:6]1[CH:11]=[CH:10][C:9]([NH:12][C:27]([NH:26][C:23]2[CH:22]=[C:21]([C:17]([CH3:20])([CH3:19])[CH3:18])[O:25][N:24]=2)=[O:28])=[CH:8][CH:7]=1

Participants

Conditions

Temperature: 80 °C

Procedure

4-(2-Fluoro-benzyloxy)-phenylamine (0.12 g, 1 eq) was mixed with 5-tert-Butyl-3-isocyanato-isoxazole (0.9 g 1 eq) and dissolved in dry toluene. The reaction stirred at 80° C. overnight. The solvent was removed and purified by HPLC. Yield: 85 mg (31%), LC/MS [MH+] 384.

Workup

customThe solvent was removed
custompurified by HPLC

Sources & evidence

ORD record: ord-d76a736bb085422d88c17402b1e2a835
Source dataset: uspto-grants-2010_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07750160B2

Reaction notes

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