Ethyl isocyanate → Acetic Acid 7-allyl-1-ethylcarbamoyl-1H-indazol-6-yl ester

HRID 2121858Notes

Reaction equation

[CH2:1]([C:4]1[C:5]([O:13][C:14](=[O:16])[CH3:15])=[CH:6][CH:7]=[C:8]2[C:12]=1[NH:11][N:10]=[CH:9]2)[CH:2]=[CH2:3].[CH2:17]([N:19]=[C:20]=[O:21])[CH3:18]>C1COCC1>[CH2:1]([C:4]1[C:5]([O:13][C:14](=[O:16])[CH3:15])=[CH:6][CH:7]=[C:8]2[C:12]=1[N:11]([C:20](=[O:21])[NH:19][CH2:17][CH3:18])[N:10]=[CH:9]2)[CH:2]=[CH2:3]

Participants

Conditions

Temperature: 70 °C

Procedure

To a solution of the product from Step C (2.5 g, 11.6 mmol) in THF (10 mL) was added ethylisocyanate (1.01 ml, 13 mmol) and the mixture heated at 70° C. for 18 h. The reaction mixture was evaporated to a residue which was purified by chromatography (silica, 10% to 50% EtOAc/hexane) to give a colorless oil (2.70 g, 81%): LC/MS (+APCI) m/z 288 (M+H).

Workup

customThe reaction mixture was evaporated to a residue which
customwas purified by chromatography (silica, 10% to 50% EtOAc/hexane)

Sources & evidence

ORD record: ord-a6b520a00b7f41e2b238c721038bf00b
Source dataset: uspto-grants-2004_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06696476B2

Reaction notes

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